CAS: 83-38-5; 2,6-Dichlorobenzaldehyde

该化合物是一种多用途芳烃甲醚,在水和有机溶剂中具有较高的溶解性,其电子提取氯替代成分增强了其反应性,使其成为合成各种有机化合物的有效构件.适宜用作医药化学和材料科学研究的前体.

英文名称2,6-Dichlorobenzaldehyde
中文名称2,6-二氯苯甲醛
IUPAC名称2,6-dichlorobenzaldehyde
其它别名2,6-二氯苯甲; 26二氯苯甲醛; O,O'-Dichlorobenzaldehyde; 2,6-Dichlorobenzaldehyde
CAS编号83-38-5
MFCD编号:MFCD00003307
EINECS号:201-472-2
FDA UNII编号:781ADM5611
分子式:C7H4Cl2O
分子量:175.01
产品CID: 1822742
产品分类有机原料→分子砌块→芳环类化合物→苯类化合物

相似结构搜索
InChIKey: DMIYKWPEFRFTPY-UHFFFAOYSA-N
InChI=1S/C7H4Cl2O/c8-6-2-1-3-7(9)5(6)4-10/h1-4H…
计算化学: 氢键受体数1.0氢键供体数0.0可旋转键数1.0

物理性质

熔点69-71°C
沸点165 °C at 760 mmHg
闪点135°C
密度1.3456 (粗估)
PSA:17.07
LogP:2.8059
折射率1.5756 (估算)
蒸汽压0.0406 mmHg at 25 °C
溶解性<1G/l Insoluble
敏感性空气敏感
外观形态白色至浅米色结晶粉末
储存条件置于阴暗处,密封, 常温干燥保存
产品应用用于合成染料,农药和医药的中间体.主要用于生产酸性媒介漂兰B.也可用于医药工业制备双氯苯唑青霉素钠.质量指标外观:白色偏微黄色粉状体含量:≥99熔点:68～70°C
性质描述该品工业级为白色或微黄色结晶粉末.熔点约69°C,沸点124°C.

MSDS等安全信息

GHS象形图
GHS符号GHS05;
注释: Corrosion
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
水生慢性毒性类别2
皮肤腐蚀类别1B
严重眼损伤类别1
皮肤腐蚀类别1C
警示词Danger(危险)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
H411 |对水生生物有毒并具有长期持续影响.
H314 |造成严重皮肤灼伤和眼损伤.
H318 |造成严重眼损伤.
防范说明P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501
危险等级8
UN编号1759.0
危险品标志C,Xi
风险等级Corrosive
包装等级Ⅱ
安全声明26-27-28-36/37/39-45-37/39
危险类别码34-36/37/38
WGK Germany2

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

2,6-dichlorotoluene N-(4-dimethylamino-phenyl)-oxime ]2,6-dichloro-benzaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 2,6-dichlorobenzalchloride guanabenz t-(2,6-dichloro-phenyl)-2-methyl-acrylic acid3t-(2,6-dichloro-phenyl)-2-methyl-acrylic acid nicotinic acid-(2,6-dichloro-benzylidenehydrazide) (2E)-3-(2,6-dichlorophenyl)prop-2-enoic acid 1,1-diacetoxy-1-(2,6-dichlorophenyl)methane

合成工艺路线路线简述

合成目标产物 2,6-Dichlorobenzaldehyde 主要起始原料 2,6-Dichlorobenzonitrile
15258-73-8 = 83-38-5
反应条件:1.1 Reagents: Oxygen Catalysts: Tert-Butyl Nitrite,4-Amino-2,2,6,6-Tetramethylpiperidine-1-Oxyl (Magnetic Core-Shell Nanoparticle-Supported) Solvents: Water; 29 H,1 Atm,50 °C
标题:A Highly Recyclable Magnetic Core-Shell Nanoparticle-Supported Tempo Catalyst For Efficient Metal- And Halogen-Free Aerobic Oxidation Of Alcohols In Water
作者:Karimi,Babak; Et Al
参考文献:Chemistry - A European Journal 日期:2011 卷标:17(22) 页码:6056-6060]

15258-73-8 = 83-38-5
反应条件:1.1 Reagents: Tetrabutylammonium Bromide,Sodium Nitrite,Oxygen Catalysts: Tempo (Sba-15-Supported) Solvents: Acetic Acid; 1.5 H,50 °C
标题:Green,Transition-Metal-Free Aerobic Oxidation Of Alcohols Using A Highly Durable Supported Organocatalyst
作者:Karimi,Babak; Et Al
参考文献:Angewandte Chemie 日期:2007 卷标:46(38) 页码:7210-7213]

1194-65-6 = 83-38-5
反应条件:1.1 Reagents: Aluminate(1-),Hydrobis(2-Methylpropyl)(1-Piperidinyl)-,Lithium (1:1),(T-4)- Solvents: Tetrahydrofuran; 1 H,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Tetrahydrofuran,Water
标题:Selective Reduction Of Aromatic Nitriles To Aldehydes By Lithium Diisobutylpiperidinohydroaluminate (Ldbpa)
作者:Ha,Ji Hyun; Et Al
参考文献:Bulletin Of The Korean Chemical Society 日期:2005 卷标:27(1) 页码:121-122]

1194-65-6 = 83-38-5
反应条件:1.1 Reagents: Aluminate(1-),[n1,N2-Dimethyl-1,2-Ethanediaminato(2-)-Kn1,Kn2]Dihydro-,Lithium...; 0 °C1.2 Solvents: Tetrahydrofuran; 0.5 H,0 °C1.3 Reagents: Hydrochloric Acid Solvents: Water
标题:Selective Conversion Of Aromatic Nitriles To Aldehydes By Lithium N,N'-Dimethylethylenediaminoaluminum Hydride
作者:Cha,Jin Soon; Et Al
参考文献:Bulletin Of The Korean Chemical Society 日期:2002 卷标:23(12) 页码:1697-1698]

1194-65-6 = 83-38-5
反应条件:1.1 Reagents: Aluminate(1-),Hydrobis(2-Methylpropyl)(Morpholinato-Kn4)-,Lithium (1:1),(T-4)... Solvents: Tetrahydrofuran,Hexane; 30 Min,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water
标题:Lithium Diisobutylmorpholinoaluminum Hydride (Ldbmoa) As An Effective Partial Reducing Agent For Tertiary Amides And Nitriles
作者:Kim,Yu Ri; Et Al
参考文献:Bulletin Of The Korean Chemical Society 日期:2012 卷标:33(12) 页码:4194-4196]

25185-95-9 = 83-38-5
反应条件:1.1 Reagents: Silica; 6 Min
标题:A Facile Method For The Conversion Of Oximes And Tosylhydrazones To Carbonyl Compounds With Cr-Mcm-41 Zeolite Under Microwave Irradiation
作者:Nagarapu,Lingaiah; Et Al
参考文献:Synthetic Communications 日期:2002 卷标:32(14) 页码:2195-2202]

25185-95-9 = 83-38-5
反应条件:1.1 Catalysts: Iron Oxide (Fe3O4) Solvents: Water; 45 Min,60 °C
标题:Nano Fe3O4 As Green Catalyst For Beckmann Rearrangement Under Ultrasound Irradiation
作者:Koshteh,Mostafa Karim; Et Al
参考文献:Journal Of The Mexican Chemical Society 日期:2017 卷标:61(1) 页码:28-34]

2828-47-9 = 83-38-5
反应条件:1.1 Reagents: 3-Benzyl-5-(2-Hydroxyethyl)-4-Methylthiazolium Chloride Solvents: Chloroform
标题:3-Benzyl-5-(2-Hydroxyethyl)-4-Methyl-1,3-Thiazolium Chloride (Bmtc),A New Reagent For Regeneration Of Carbonyl Compounds From Their N,N-Dimethyl Hydrazones
作者:Balram,B.; Et Al
参考文献:Indian Journal Of Chemistry 日期:2000 卷标:(8) 页码:626-627]

2828-47-9 = 83-38-5
反应条件:1.1 Reagents: Water Catalysts: Nickel(2+),Tris(1,2-Ethanediamine-Kn1,Kn2)-,(Oc-6-11)-,Salt With Thiosulfuric... Solvents: Chloroform
标题:Facile And Rapid Regeneration Of Carbonyl Compounds From Their N,N-Dimethylhydrazones By Employing Transition Metal Complexes
作者:Kamal,Ahmed; Et Al
参考文献:Synlett 日期:2000 卷标:(10) 页码:1482-1484]

89-98-5 = 83-38-5
反应条件:1.1 Reagents: Trifluoroacetic Acid,Chlorosuccinimide Catalysts: Anthranilic Acid,Silver Trifluoroacetate,Palladium Diacetate Solvents: 1,2-Dichloroethane; 24 H,60 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water
标题:Diverse Ortho-C(Sp2)-H Functionalization Of Benzaldehydes Using Transient Directing Groups
作者:Liu,Xi-Hai; Et Al
参考文献:Journal Of The American Chemical Society 日期:2017 卷标:139(2) 页码:888-896]

6575-24-2 = 83-38-5
反应条件:1.1 Reagents: Tetrabutylammonium Periodate Catalysts: Imidazole,(Sp-5-13)-Chloro[[2,2′-[1,2-Ethanediylbis[(Nitrilo-Kn)Ethylidyne]]Bis[phenolato-... Solvents: Chloroform; 40 Min,Rt
标题:Biomimetic Catalytic Decarboxylation Of Phenylacetic Acid Derivatives By Manganese(Iii) Complex
作者:Montazerozohori,M.; Et Al
参考文献:Asian Journal Of Chemistry 日期:2011 卷标:23(3) 页码:1081-1084]

24653-82-5 = 83-38-5
反应条件:1.1 Catalysts: Tungstate(3-),Tetracosa-μ-Oxododecaoxo[μ12-[phosphato(3-)-Ko:Ko:Ko:Ko′:Ko′:Ko′:... Solvents: Methanol; 3 H,Rt
标题:(Nh4)3Pw12O40 As An Efficient And Reusable Catalyst For The Synthesis And Deprotection Of 1,1-Diacetates
作者:Satam,Jitendra R.; Et Al
参考文献:Synthetic Communications 日期:2008 卷标:38(4) 页码:595-602]

6579-25-5 = 83-38-5
反应条件:1.1 Reagents: Permanganic Acid (Hmno4),Potassium Salt (1:1),1-Butyl-3-Methylimidazolium Bromide; 65 Min,Rt
标题:Mild Oxidative Deprotection Of Aromatic Hydrazones And Semicarbazones With Kmno4 In Ionic Liquid Medium
作者:Safaei-Ghomi,Javad; Et Al
参考文献:Organic Preparations And Procedures International 日期:2011 卷标:43(4) 页码:372-376]

6579-25-5 = 83-38-5
反应条件:1.1 Catalysts: Citric Acid Solvents: Water; 9 Min
标题:Citric Acid Catalyzed Deprotection Of Carbonyl Compounds From Phenylhydrazones,Semicarbazones And Oximes Under Microwave Irradiations
作者:El Rahman,Naglaa M. Abd; Et Al
参考文献:Oriental Journal Of Chemistry 日期:2017 卷标:33(4) 页码:2030-2035]

501085-55-8 = 83-38-5
反应条件:1.1 Catalysts: β-Cyclodextrin Solvents: Water; 50 °C; 10 H,50 °C
标题:Highly Efficient Deprotection Of Aromatic Acetals Under Neutral Conditions Using β-Cyclodextrin In Water
作者:Krishnaveni,N. Srilakshmi; Et Al
参考文献:Journal Of Organic Chemistry 日期:2003 卷标:68(5) 页码:2018-2019]

15258-73-8 = 83-38-5
反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Palladium,Bis(Acetato-Ko)[3-[[di(2-Pyridinyl-Kn)Methylene]Amino]-1-Propanol]-,... (Silica-Anchored) Solvents: Toluene; 75 - 80 °C1.2 Reagents: Oxygen1.3 Solvents: Toluene; 10 H,75 - 80 °C
标题:A Bipyridyl Palladium Complex Covalently Anchored Onto Silica As An Effective And Recoverable Interphase Catalyst For The Aerobic Oxidation Of Alcohols
作者:Karimi,Babak; Et Al
参考文献:Organometallics 日期:2005 卷标:24(19) 页码:4695-4698]

25185-95-9 = 83-38-5
反应条件:1.1 Reagents: Thiazolium,5-(2-Hydroxyethyl)-4-Methyl-3-(Phenylmethyl)-,(T-4)-Chlorotrioxochr... Solvents: Chloroform; 3.5 H,Reflux
标题:3-Benzyl-5-(2-Hydroxyethyl)-4-Methyl-1,3-Thiazolium Chlorochromate (Bcc) As Oxidizing Agent
作者:Swamy,Ponnapali Veerabhadra; Et Al
参考文献:Pharma Chemica 日期:2012 卷标:4(4) 页码:1674-1678]

2828-47-9 = 83-38-5
反应条件:1.1 Reagents: Chlorotrimethylsilane,Sodium Iodide Solvents: Acetonitrile
标题:An Efficient And Rapid Regeneration Of Carbonyl Compounds From Their N,N-Dimethylhydrazones In Presence Of Chlorotrimethylsilane/sodium Iodide
作者:Kamal,Ahmed; Et Al
参考文献:Chemistry Letters 日期:1999 卷标:(8) 页码:827-828]

81-19-6 = 83-38-5
反应条件:1.1 Reagents: Water Catalysts: Sulfuric Acid; 1 H,80 °C
标题:Synthesis Of 2,6-Dichlorobenzaldehyde
作者:Liu,Rui-Xiang
参考文献:Ranliao Yu Ranse 日期:2003 卷标:40(4) 页码:219-220]

89-98-5 = 83-38-5
反应条件:1.1 Reagents: Trifluoroacetic Acid,Chlorosuccinimide Catalysts: 4-(Trifluoromethyl)Aniline,Palladium Diacetate,5-Nitro-3-(Trifluoromethyl)-2(1H)-Pyridinone Solvents: 1,2-Dichloroethane; 24 H,80 °C1.2 Reagents: Sodium Bicarbonate Solvents: Water
标题:Monodentate Transient Directing Group Enabled Pd-Catalyzed Ortho-C-H Methoxylation And Chlorination Of Benzaldehydes
作者:Li,Feng; Et Al
参考文献:Organic Letters 日期:2019 卷标:21(10) 页码:3692-3695]

2014-83-7 = 83-38-5
反应条件:1.1 Reagents: Trimethylamine,Hydrogen Peroxide Solvents: Water; 2 H,Reflux
标题:A Green Procedure For The Oxidation Of Benzyl Halides To Aromatic Aldehydes Or Ketones In Aqueous Media
作者:Zheng,Pengwu; Et Al
参考文献:Synthetic Communications 日期:2011 卷标:41(1) 页码:16-19]

= 83-38-5
反应条件:1.1 Reagents: N,N,N′,N′-Tetramethylethylenediamine Catalysts: Diisopropylamine Solvents: Tetrahydrofuran; 10 Min,-78 °C1.2 Reagents: Butyllithium; -78 °C; 1.5 H,-78 °C1.3 0.5 H,-78 °C; -78 °C -> Rt1.4 Reagents: Ammonium Chloride Solvents: Water; Rt
标题:Regioselective Formylation Of 1,3-Disubstituted Benzenes Through In Situ Lithiation
作者:Wang,Le; Et Al
参考文献:Tetrahedron Letters 日期:2013 卷标:54(45) 页码:6053-6056]

6575-24-2 = 83-38-5
反应条件:1.1 Reagents: Iodobenzene Diacetate Catalysts: Imidazole,(Sp-5-12)-(Acetato-Ko)[5,10,15,20-Tetraphenyl-21H,23H-Porphinato(2-)-Kn21,Kn22,K... Solvents: Dichloromethane,Water; 9 Min,Rt
标题:Biomimetic Decarboxylation Of Carboxylic Acids With Phi(Oac)2 Catalyzed By Manganese Porphyrin [mn(Tpp)Oac]
作者:Reza,Karimipour Gholam; Et Al
参考文献:Chemical Research In Chinese Universities 日期:2008 卷标:24(4) 页码:464-468]

6575-24-2 = 83-38-5
反应条件:1.1 Reagents: Tetrabutylammonium Periodate Catalysts: Imidazole,(Sp-5-13)-Chloro[[2,2′-[1,2-Phenylenebis(Methylidynenitrilo-Kn)]Bis[phenolato-Ko... Solvents: Dichloromethane; 10 Min,Rt
标题:Catalytic Oxidative Decarboxylation Of Some Arylacetic Acids Promoted By New Mn(Iii) And Fe(Iii) Schiff Base Complexes
作者:Montazerozohori,Morteza; Et Al
参考文献:Arkivoc (Gainesville 日期:2008 卷标:(11) 页码:238-246]

299464-14-5 = 83-38-5
反应条件:1.1 Reagents: Dimethyl Sulfoxide,Cyanuric Chloride Solvents: Dichloromethane; 2.15 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water
标题:New Applications Of 2,4,6-Trichloro-1,3,5-Triazine (Tt) In Synthesis: Highly Efficient And Chemoselective Deprotection And Ring-Enlargement Of Dithioacetals And Oxathioacetals
作者:Karimi,Babak; Et Al
参考文献:Synthesis 日期:2003 卷标:(16) 页码:2547-2551]

118-69-4 = 83-38-5
反应条件:1.1 Reagents: Oxygen Solvents: Ethanol; 8 H,25 °C
标题:Visible-Light Assisted Of Nano Ni/g-C3N4 With Efficient Photocatalytic Activity And Stability For Selective Aerobic C-H Activation And Epoxidation
作者:Hosseini-Sarvari,Mona ; Et Al
参考文献:Journal Of Organometallic Chemistry 日期:2020 卷标:928]

118-69-4 = 83-38-5
反应条件:1.1 Reagents: Potassium Persulfate,Poly(Methylhydrosiloxane) Catalysts: Ferrocene,Iron(Ii) Phthalocyanine Solvents: Acetonitrile,Water; 12 H,80 °C
标题:Bio-Inspired Iron-Catalyzed Oxidation Of Alkylarenes Enables Late-Stage Oxidation Of Complex Methylarenes To Arylaldehydes
作者:Hu,Penghui; Et Al
参考文献:Nature Communications 日期:2019 卷标:10(1) 页码:1-9]

24653-82-5 = 83-38-5
反应条件:1.1 Catalysts: Phosphoric Acid (Silica Supported) Solvents: Methanol; 45 Min,Rt
标题:Silica Phosphoric Acid,An Efficient And Recyclable Catalyst For The Solvent-Free Synthesis Of Acylals And Their Deprotection In Meoh
作者:Zhang,Fuyi; Et Al
参考文献:Synthetic Communications 日期:2010 卷标:40(21) 页码:3240-3250]

24653-82-5 = 83-38-5
反应条件:1.1 Reagents: Sodium Iodide,Cerium Trichloride Solvents: Acetonitrile1.2 Solvents: Ethyl Acetate
标题:A Mild And Efficient Method For Deprotection Of 1,1-Diacetates By Cecl3.7H2O - Nai System
作者:Reddy,G. Sudhakar; Et Al
参考文献:Indian Journal Of Chemistry 日期:2002 卷标:(4) 页码:863-864]

28469-92-3 = 83-38-5
反应条件:1.1 Reagents: Oxygen,Sodium Periodate Catalysts: 2234278-53-4 Solvents: Acetonitrile,Water; 1 H,Rt
标题:Synthesis And Structure Of Ru(Ii) Complexes Of Thiosemicarbazone: Highly Selective Catalysts For Oxidative Scission Of Olefins To Aldehydes
作者:Muthumari,Subramanian; Et Al
参考文献:Chemistryselect 日期:2018 卷标:3(11) 页码:3036-3041]

28469-92-3 = 83-38-5
反应条件:1.1 Reagents: Sodium Periodate Catalysts: Ruthenium Solvents: Acetonitrile,Ethyl Acetate,Water; 3.5 H,0 °C
标题:An Improved Protocol For The Oxidative Cleavage Of Alkynes,Alkenes,And Diols With Recyclable Ru/c
作者:Vijay,Kumar A.; Et Al
参考文献:Synlett 日期:2009 卷标:(5) 页码:739-742]

28469-92-3 = 83-38-5
反应条件:1.1 Catalysts: Ferric Triflate,2,6-Bis[(2S,4R,5R)-1-[[4-(1,1-Dimethylethyl)Phenyl]Sulfonyl]-4,5-Diphenyl-2-Imid... Solvents: 1,2-Dichloroethane; 1 H,35 °C1.2 Reagents: Oxygen; 24 H,1 Atm,35 °C -> 70 °C
标题:Green And Efficient: Iron-Catalyzed Selective Oxidation Of Olefins To Carbonyls With O2
作者:Gonzalez-De-Castro,Angela; Et Al
参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(25) 页码:8206-8218]

37532-04-0 = 83-38-5
反应条件:1.1 Reagents: Silica; 5 Min
标题:A Facile Method For The Conversion Of Oximes And Tosylhydrazones To Carbonyl Compounds With Cr-Mcm-41 Zeolite Under Microwave Irradiation
作者:Nagarapu,Lingaiah; Et Al
参考文献:Synthetic Communications 日期:2002 卷标:32(14) 页码:2195-2202]

= 83-38-5
反应条件:1.1 Reagents: Dimethyl Sulfoxide Catalysts: Polyacrylamide (Brominated); 80 Min,Rt1.2 Reagents: Sodium Hydroxide Solvents: Dichloromethane,Water
标题:New Application Of Cross-Linked Poly(N-Bromoacrylamide) And Poly(N-Bromosuccinimide) As Highly Efficient And Chemoselective Heterogeneous Polymeric Catalysts For Deprotection Of 1,3-Dithianes And 1,3-Dithiolanes Under Mild Conditions
作者:Ebrahimzadeh,Farzaneh
参考文献:Journal Of Sulfur Chemistry 日期:2016 卷标:37(1) 页码:89-104]

6579-24-4 = 83-38-5
反应条件:1.1 Catalysts: Citric Acid Solvents: Water; 9 Min
标题:Citric Acid Catalyzed Deprotection Of Carbonyl Compounds From Phenylhydrazones,Semicarbazones And Oximes Under Microwave Irradiations
作者:El Rahman,Naglaa M. Abd; Et Al
参考文献:Oriental Journal Of Chemistry 日期:2017 卷标:33(4) 页码:2030-2035]

62347-12-0 = 83-38-5
反应条件:1.1 Solvents: Tetrahydrofuran
标题:Synthesis,Stability,And Reactions Of 2,6-Dichlorophenyllithium
作者:Kress,Thomas H.; Et Al
参考文献:Synthesis 日期:1988 卷标:(10) 页码:803-5]

51379-82-9 = 83-38-5
反应条件:1.1 Reagents: Permanganic Acid (Hmno4),Potassium Salt (1:1),1-Butyl-3-Methylimidazolium Bromide; 168 Min,40 °C
标题:Mild Oxidative Deprotection Of Aromatic Hydrazones And Semicarbazones With Kmno4 In Ionic Liquid Medium
作者:Safaei-Ghomi,Javad; Et Al
参考文献:Organic Preparations And Procedures International 日期:2011 卷标:43(4) 页码:372-376

2,6-二氯苯甲酰氯置于lithium Tri-T-Butoxyaluminum Hydride,三乙胺体系中,用四氢呋喃,二氯甲烷作为反应溶剂,化学反应 11.0H,反应生成 2,6-二氯苯甲醛
参考文献:立体选择n,N-二异丙基酰胺对醛的化学选择性还原
标题:立体选择n,N-二异丙基酰胺对醛的化学选择性还原
摘要:已经开发出一种用于化学选择性地将空间上需要的n,N-二异丙基酰胺还原成醛的顺序一锅法.在该反应中,酰胺用etotf活化形成酰亚胺,然后用lialh(or)3 [r = T-Bu,Et]还原,通过水解所得到的半缩醛产生醛.非亲核碱基2,6-Dtbmp显着提高了反应效率.发现etotf / 2,6-Dtbmp和lialh(o-T-Bu)3的组合对于还原烷基,烯基,炔基和2-单取代的芳基n,N-二异丙基酰胺是最佳的.相反,Etotf和lialh(oet)3在没有碱的情况下,发现其对于还原空间上要求极高的2,6-二取代的n,N-二异丙基苯甲酰胺是最佳的.该反应可耐受各种可还原的官能团,包括醛和酮.1 H NMR研究证实了在水中稳定形成的酰亚胺.这种方法的综合实用性通过n,N-二异丙基酰胺定向的邻位金属化和ch键的活化得到了证明.
DOI:10.1021/acs.Joc.7B02868

海关参考信息

2903919090-氯苯
2912110000-甲醛
2912210000-苯甲醛
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专利信息

专利号:US-5861532-A
优先权日:1997-03-04
标题:Solid-phase synthesis of N-alkyl amides
发明人：BROWN EDWARD G; NUSS JOHN M
权利人:CHIRON CORP
摘要:Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.

专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人：ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:US-7452994-B2
优先权日:2001-09-12
标题 :Synthesis of enantiomerically pure amino-substituted fused bicyclic rings
发明人：MCEACHERN ERNEST J; BRIDGER GARY J; SKUPINSKA KRYSTYNA A; SKERLJ RENATO T; YANG WEN
权利人:ANORMED INC
摘要:This invention describes various processes for synthesis and resolution of racemic amino-substituted fused bicyclic ring systems. One process utilizes selective hydrogenation of an amino-substituted fused bicyclic aromatic ring system. An alternative process prepares the racemic amino-substituted fused bicyclic ring system via nitrosation. In addition, the present invention describes the enzymatic resolution of a racemic mixture to produce the (R)- and (S)-forms of amino-substituted fused bicyclic rings as well as a racemization process to recycle the unpreferred enantioner. Further provided by this invention is an asymmetric synthesis of the (R)- or (S)-enantiomer of primary amino-substituted fused bicyclic ring systems.

专利号:US-10730904-B2
优先权日:2012-11-14
标题:Method for liquid-phase synthesis of nucleic acid
发明人：NONOGAWA MITSURU; NAGATA TOSHIAKI; SAITO HIDEKI; YASUMA TSUNEO
权利人:TAKEDA PHARMACEUTICALS CO
摘要:In this method, an oligonucleotide represented by formula (II) [wherein Y 1 , Q, Base, r and râ€² are each as defined in claim 1 ] is prepared by using, as a synthesis unit, a novel nucleoside monomer compound represented by formula (I) [wherein X, R 1 , Y, Base, Z, Ar, R 2 , R 3 and n are each as defined in claim 1 ]. The novel nucleoside monomer compound is a nucleoside, the base moiety of which is substituted with an aromatic-hydrocarbon-ring-carbonyl or -thiocarbonyl group having at least one hydrophobic group. The method can dispense with column-chromatographic purification in every reaction, and enables base elongation not only in the 3â€²-direction but also in the 5â€²-direction, thus attaining efficient liquid-phase mass synthesis of an oligonucleotide.

专利号:US-9994567-B2
优先权日:2015-05-22
标题:Synthesis of heterocyclic compounds
发明人：IBRAHIM PRABHA N; LIN JACK; SPEVAK WAYNE; ZHANG JIAZHONG
权利人:PLEXXIKON INC
摘要:Provided herein are intermediates and processes useful for facile synthesis of compounds of formula (I): n nor a pharmaceutically acceptable salt, a solvate, a tautomer, an isomer or a deuterated analog thereof, wherein Q, P 1 and P 2 are as defined in this disclosure.

专利号:US-8742028-B2
优先权日:2009-05-06
标题:Solid support for Fmoc-solid phase synthesis of peptide acids
发明人：SRIVASTAVA KRIPA S; DAVIS MATTHEW R
权利人:SRIVASTAVA KRIPA S; DAVIS MATTHEW R; MALLINCKRODT LLC
摘要:The present invention provides a solid support for Fmoc-solid phase synthesis of peptides. In particular, the solid supports of the invention may be utilized to produce peptide acids.

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合成参考文献

参考文献:10.1107/s1600536811011901
摘要:South MS, Obiako AJ, Sykora RE, Forbes DC. 2,6-Dichloro-1-[(1E)-2-(phenyl-sulfon-yl)ethen-yl]benzene. Acta Crystallogr Sect E Struct Rep Online. 2011 May 01;67(Pt 5):o1055.