CAS: 97799-98-9; 5-Chloro-N-Methylthiophene-2-Carboxamide

该化合物是一种七环有机化合物,其五点位置为硫苯基骨,在二点位置为氯组替代,N-甲基碳本酰胺基体,这种结构具有独特的再活动性和功能多功能性,使其成为制药和农用化学合成中有价值的中间体.这种替代体会增强电益再活动,有利于进一步的衍生,而N-甲基碳本酰胺组则有助于氢分解潜力和溶解性.其定义明确的分子结构确保交叉反应和其他变异的一致性能.由于在多种反应条件下的脂性和稳定性平衡,这种化合物对于生物活性分子的发展特别有用.

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5-Chloro-N,N-Dimethylthiophene-2-Carboxamide

合成工艺路线路线简述

  • 合成目标产物 2-Thiophenecarboxamide, 5-Chloro-N-Methyl- 主要起始原料 5-Chlorothiophene-2-Carboxylic Acid And Methylamine
  • 24065-33-6 = 97799-98-9
    反应条件:1.1 Reagents: Thionyl Chloride Catalysts: Dimethylformamide Solvents: Toluene; Rt; 2 H,Rt -> Reflux1.2 Solvents: Dichloromethane,Water; Rt; 1 H,Rt1.1 Reagents: Thionyl Chloride Solvents: Dichloromethane; 0 °C; 2 H,0 °C1.2 Solvents: Water; 0 °C; 14 H,Rt
    标题:Preparation And Structural Confirmation Of The Related Substances Of Rivaroxabanpreparation Of Rivaroxaban Impurities
    作者:Cai,Zhengyan; Et Al
    参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2014 卷标:45(4) 页码:303-307]

    42518-98-9 = 97799-98-9
    反应条件:1.1 Solvents: Dichloromethane,Water; Rt; 1 H,Rt
    标题:Preparation And Structural Confirmation Of The Related Substances Of Rivaroxaban
    作者:Cai,Zhengyan; Et Al
    参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2014 卷标:45(4) 页码:303-307]

    898543-06-1 + 24065-33-6 + 593-51-1 = 97799-98-9 + 366789-02-8
    反应条件:1.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 30 Min,25 °C1.2 4 H,34 °C
    标题:Method For Producing An Intermediate Of Rivaroxaban
    参考文献:Japan]

    1353894-33-3 + 1507367-53-4 = 97799-98-9 + 42152-55-6
    反应条件:1.1 Reagents: Phosphorus Pentachloride
    标题:Development Of Thiophenic Analogues Of Benzothiadiazine Dioxides As New Powerful Potentiators Of 2-Amino-3-(3-Hydroxy-5-Methylisoxazol-4-Yl)Propionic Acid (Ampa) Receptors
    作者:Francotte,Pierre; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2013 卷标:56(20) 页码:7838-7850]

    88777-57-5 = 97799-98-9
    反应条件:1.1 Reagents: Hydrochloric Acid,Oxygen Catalysts: Cupric Chloride Solvents: Acetone,Water; 72 H,Rt1.2 Reagents: Sodium Sulfite Solvents: Water1.1 Reagents: Hydrochloric Acid Catalysts: Cupric Chloride Solvents: Acetone,Water; 72 H,Rt
    标题:Green Preparation Of N-Methyl Amide Compoundsphotoredox Aerobic Oxidation Of Unreactive Amine Derivatives Through Lmct Excitation Of Copper Dichloride
    作者:Lian,Pengcheng; Et Al
    参考文献:China 日期:2022 卷标:9(18) 页码:4924-4931]

    97799-96-7 = 97799-98-9
    反应条件:1.1 Reagents: Sodium Acetate Solvents: Methanol,Water
    标题:Beckmann Rearrangement Of Acetylthiophene Oxime Benzenesulfonates As An Approach To Acetylaminothiophenes
    作者:Fabrichnyi,B. P.; Et Al
    参考文献:Khimiya Geterotsiklicheskikh Soedinenii 日期:1985 卷标:(4) 页码:483-5]

    24065-33-6 = 97799-98-9
    反应条件:1.1 Reagents: Thionyl Chloride Catalysts: Dimethylformamide Solvents: Toluene; Rt; 2 H,Rt -> Reflux2.1 Solvents: Dichloromethane,Water; Rt; 1 H,Rt
    标题:Preparation And Structural Confirmation Of The Related Substances Of Rivaroxaban
    作者:Cai,Zhengyan; Et Al
    参考文献:Zhongguo Yiyao Gongye Zazhi 日期:2014 卷标:45(4) 页码:303-307]

    446292-08-6 = 97799-98-9 + 366789-02-8
    反应条件:1.1 Solvents: Acetonitrile,Water; Rt -> 40 °C; 2 H,40 °C; 40 °C -> 33 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 5.7,33 °C2.1 Reagents: 1,1′-Carbonyldiimidazole Solvents: Dimethylformamide; 30 Min,25 °C2.2 4 H,34 °C
    标题:Method For Producing An Intermediate Of Rivaroxaban
    参考文献:Japan]

    6310-09-4 = 97799-98-9 + 42152-55-6
    反应条件:1.1 Reagents: Hydroxylamine2.1 Reagents: Phosphorus Pentachloride
    标题:Development Of Thiophenic Analogues Of Benzothiadiazine Dioxides As New Powerful Potentiators Of 2-Amino-3-(3-Hydroxy-5-Methylisoxazol-4-Yl)Propionic Acid (Ampa) Receptors
    作者:Francotte,Pierre; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2013 卷标:56(20) 页码:7838-7850
📜5-Chloro-2-Acetylthiophene Oxime Benzenesulfonate置于sodium Acetate体系中,用 甲醇,水 作为反应溶剂,以35%的收率获得产物5-氯噻吩-2-甲酰甲胺
参考文献:乙酰噻吩肟苯磺酸的贝克曼重排反应作为对乙酰氨基噻吩的合成方法
标题:乙酰噻吩肟苯磺酸的贝克曼重排反应作为对乙酰氨基噻吩的合成方法
摘要:
DOI:10.1007/bf00504398

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合成参考文献


参考文献:10.1007/bf00504398
摘要:Fabrichnyi BP, Bulgakova VN, Gol'dfarb YL. Beckmann rearrangement of acetylthiophene oxime benzenesulfonates as a method for the synthesis of acetamidothiophenes. Chemistry of Heterocyclic Compounds. 1985 Apr;21(4):401–3. doi: 10.1007/bf00504398.
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