CAS: 92444-99-0; 2-Chloro-5-Methylnicotinaldehyde

该化合物是一种有机化合物,其特征是其丙烯环结构,包括一个氯原子和一个作为替代物的甲基组;甲醛功能组(CHO)在环的三处的存在意义重大,因为它有助于该化合物在有机合成中的反应性和潜在应用;该化合物一般是无色的,可粉色的黄色液体或固体,视其纯度和形态而定;它溶于乙醇和二氯甲烷等有机溶剂中,但由于丙烯环的疏水性质,在水中溶解性可能有限;氯的亚硫化物可影响该化合物的电子特性,使其成为合成药物,农业化学品和其他精密化学品的一个有用的中间体;在处理该化合物时,应当采取安全防范措施,因为它可能是有毒的或刺激剂.建议从阳光以外的干燥地方适当储存,以便保持其稳定性.

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CAS号92444-89-8 N-苄基-N-甲氧基-2,3-丙烯胺 | CAS号68-12-2 N,N-二甲基甲酰胺 | CAS号75-44-5 光气 | CAS号102074-19-1 (5-甲基吡啶-3-基)甲醇 | CAS号1198401-58-9 (E)-甲基 3-(2-氯-5... | CAS号876345-33-4 2-[(2-chloro-5-...

合成工艺路线路线简述

  • 92444-89-8 = 92444-99-0 [标题:Reaction Conditions
    标题:High-Yield Process For The Preparation Of 2-Chloro-5-Methylpyridine-3-Carbaldehyde From The Reaction Of Dmf And N-Benzyl-N-(1-Propenyl)Acetamide With Diphosgene Or Triphosgene
    参考文献:United States]

    92444-89-8 = 92444-99-0
    反应条件:1.1 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 30 Min,0 °C1.2 0 °C; 2 H,25 °C; 5 H,25 °C -> 75 °C1.3 Solvents: Water
    标题:Process For The Preparation Of 2-Chloro-5-Methylpyridine-3-Carboxaldehyde Via The Reaction Of N-Benzyl-N-(1-Propenyl)Acetamide With A Vilsmeier Reagent
    参考文献:United States]

    = 92444-99-0 [标题:Reaction Conditions
    标题:Process For The Preparation Of 2-Halopyridinealdehydes From Substituted Olefins In The Presence Of Vilsmeyer Reagents
    参考文献:Germany]

    = 92444-99-0 [标题:Reaction Conditions
    标题:A Versatile New Synthesis Of Quinolines And Related Fused Pyridines. Part 12. A General Synthesis Of 2-Chloropyridines And 2-Pyridones
    作者:Meth-Cohn,Otto; Westwood,Keith T.
    参考文献:Journal Of The Chemical Society 日期:1984 卷标:(6) 页码:1173-82]

    159117-50-7 = 92444-99-0 + 92444-98-9
    反应条件:1.1 Reagents: Phosphorus Oxychloride
    标题:The Vilsmeier Reaction Of Non-Aromatic Compounds
    作者:Jones,Gurnos; Stanforth,Stephen P.
    参考文献:Organic Reactions (Hoboken 日期:2000 卷标:56]

    159117-50-7 = 92444-99-0
    反应条件:1.1 Reagents: Diphosgene; 30 Min,0 °C1.2 0 °C; 2 H,Rt; Rt -> 75 °C; 5 H,75 °C
    标题:Facile And Selective Synthesis Of Chloronicotinaldehydes By The Vilsmeier Reaction
    作者:Gangadasu,B.; Narender,P.; Kumar,S. Bharath; Ravinder,M.; Rao,B. Ananda; Et Al
    参考文献:Tetrahedron 日期:2006 卷标:62(35) 页码:8398-8403]

    92444-89-8 = 92444-99-0
    反应条件:1.1 Solvents: Dimethylformamide; 30 Min,4 °C1.2 4 °C; 2 H,25 °C; 5 H,25 °C -> 75 °C
    标题:A Process For The Preparation Of 2-Chloro-5-Methylpyridine-3-Carbaldehyde
    参考文献:India]

    18368-64-4 = 92444-99-0
    反应条件:1.1 Solvents: Dimethylformamide; 1 H,15 - 25 °C; 0.5 H,15 - 25 °C1.2 Solvents: 1,2-Dichloroethane; 0.5 H,15 - 25 °C; 2 H,20 - 25 °C; 25 °C -> 88 °C; 5 H,88 °C1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 11,25 - 30 °C1.4 Reagents: Water; 100 °C
    标题:Preparation Of 2-Chloro-5-Methylpyridine-3-Carbaldehyde
    参考文献:China]

    100368-56-7 = 92444-99-0
    反应条件:1.1 Solvents: Dimethylformamide; 30 Min,0 °C1.2 0 °C; 2 H,Rt; 4 H,70 °C1.3 Reagents: Water; Cooled
    标题:Preparation Of Heteroaryls As Inhibitors Of Dipeptidyl Peptidase
    参考文献:China]

    92444-89-8 = 92444-99-0
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Dimethylformamide; 30 Min,0 °C1.2 0 °C; 2 H,25 °C; 5 H,25 °C -> 75 °C
    标题:An Improved Method For The Preparation Of 2-Chloro-5-Methylpyridine-3-Carbaldehyde
    参考文献:India]

    109-94-4 + 18368-64-4 = 92444-99-0
    反应条件:1.1 Reagents: Butyllithium,2,2,6,6-Tetramethylpiperidine Solvents: Tetrahydrofuran; -78 °C; -78 °C -> 0 °C; 20 Min,0 °C; 0 °C -> -78 °C1.2 5 Min,-78 °C; 2.5 H,-78 °C1.3 -78 °C; 30 Min,-78 °C -> -40 °C1.4 Reagents: Water Solvents: Tetrahydrofuran; -40 °C
    标题:Site-Selective γ-C(Sp3)-H And γ-C(Sp2)-H Arylation Of Free Amino Esters Promoted By A Catalytic Transient Directing Group
    作者:Lin,Hua; Wang,Chao; Bannister,Thomas D.; Kamenecka,Theodore M.
    参考文献:Chemistry - A European Journal 日期:2018 卷标:24(38) 页码:9535-9541]

    92444-89-8 = 92444-99-0 [标题:Reaction Conditions
    标题:Synthesis And In Vitro Antitumor Activity Of New Nicotinyl-Rhodanine Derivatives
    作者:Rao,Boddu Ananda; Rajpoot,Ravindra Singh; Naidu,V. G. M.; Srinivas,Kolupula; Ramakrishna,Sistla; Et Al
    参考文献:International Journal Of Pharma And Bio Sciences 日期:2011 卷标:2(4) 页码:191-202]

    159117-50-7 = 92444-99-0
    反应条件:1.1 Reagents: Phosgene Solvents: Dimethylformamide; 30 Min,0 °C; 2 H,Rt; 4.5 H,Rt -> 75 °C
    标题:Preparation Of Heteroaryl Antagonists Of Prostaglandin D2 Receptors For Therapy
    参考文献:World Intellectual Property Organization
📜在 Sodium Hydroxide体系中,用 水 作为反应溶剂,以89.1%的收率获得产物2-氯-5-甲基吡啶-3-甲醛
参考文献:一种2-氯-5-甲基吡啶-3-甲醛的合成方法
标题:一种2-氯-5-甲基吡啶-3-甲醛的合成方法
摘要:本发明公开了一种2‑氯‑5‑甲基吡啶‑3‑甲醛的合成方法,步骤为:向釜中加入n,N‑二甲基甲酰胺,通入光气低温反应,再滴加2‑氯‑5甲基吡啶溶液,控制温度0~30°C,滴加完毕继续保温2H后,升温至指定温度保温合成2‑氯‑5‑甲基吡啶‑3‑甲醛;将合成液降至指定温度,向釜中滴加氢氧化钠水溶液调节ph至碱性,控制物料温度小于40°C,分层得油层和水层;将水层采用溶剂萃取二次,得萃取后油层,合并油层获得水洗后油层;将水洗后油层采用薄膜蒸发器蒸馏出溶剂,获得重组分物料进行熔融结晶,控制熔融温度得到低熔点组分,经处理后套用至产品合成工序,得到高熔点组分为目标产物.本发明工艺具有产品收率高,副反应少的特点,易于制备高含量的2‑氯‑5‑甲基吡啶‑3‑甲醛.

海关参考信息

专利信息


专利号:US-10544191-B2
优先权日:2013-12-23
标题 :Methods and compositions for ribosomal synthesis of macrocyclic peptides
发明人:FASAN RUDI
权利人:UNIV ROCHESTER
摘要:Methods and compositions are provided for generating macrocyclic peptides from genetically encoded, ribosomally produced polypeptide precursors. Also provided are nucleic acid molecules, polypeptides, and methods for generating combinatorial libraries of macrocyclic peptides. These methods can be used to produce vast libraries of conformationally constrained peptide ligands as well as facilitate the functional screening of these libraries to identify compound(s) with desired activity properties.

专利号:CN-109824667-A
优先权日:2019-04-20
标 题 :A kind of method of synthesis of indole diindyl zionoes compound

专利号:US-7666883-B2
优先权日:2005-09-12
标题:Antimalarial Baylis-Hillman adducts and a process for the preparation thereof
发明人:NARENDER PULI; GANGADASU BANDA; SRINIVAS UPPALANCHI; RAVINDER METTU; KUMAR SRIRAMOJU BHARAT; RAMESH CHILUKURI; RAO VAIDYA JAYATHIRTHA; RAO JANASWAMY MADHUSUDHAN
权利人:COUNCIL SCIENT IND RES
摘要:The present invention is directed towards the synthesis of novel and new chloropyridine skeleton based compounds and these are Bayllis Hillman adducts having a remarkable in vitro anti-malarial activity. These compounds have been found to possess anti-malarial activity against chloroquine sensitive and chloroquine resistant Plasmodium falciparum . The anti-malarial compounds of the present invention inhibit the mature schizonts in vitro.

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合成参考文献


摘要:Walker, J. C. L., Science of Synthesis: Knowledge Updates, (2024) 3, 220.
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