5-氨基-2-氯苯甲酸 → 2-Chloro-5-hydrazinylbenzoic acid hydrochloride

HRID 1582047

反应方程式

HRID 1582047 反应方程式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[N:12]([O-])=O.[Na+].O.O.[Sn](Cl)(Cl)(Cl)Cl>Cl>[ClH:11].[Cl:11][C:5]1[CH:4]=[CH:3][C:2]([NH:1][NH2:12])=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

参与物

5

反应物 3

HCID 378795-氨基-2-氯苯甲酸HCID 23668193亚硝酸钠HCID 85782573Tin tetrachloride dihydrate

产物 1

HCID 164957252-Chloro-5-hydrazinylbenzoic acid hydrochloride收率 71%

试剂、催化剂与溶剂 1

HCID 313海萝胶溶剂3 次

实验过程

A solution of 5-amino-2-chlorobenzoic acid (10.3 g, 60 mmol) in concentrated HCl at 0° C. is treated with an aqueous solution of NaNO2 (4.8 g, 70 mmol) at a rate to maintain a reaction temperature of <10° C., stirred for 0.5 h at 0° to 10° C., treated with a solution of tin chloride dihydrate (33.9 g, 150 mmol) in aqueous HCl at a rate to maintain a reaction temperature of <10° C., aqueous HCl is added periodically, as needed to facilitate stirring, stirred at 5° C. for an additional 1 h and filtered. The filtercake is recrystallized from water to afford the title product as white crystals, 9.6 g (71% yield), identified by HNMR analysis.

后处理

  1. temperatureto maintain a reaction temperature of <10° C.
  2. additionis added periodically
  3. stirringto facilitate stirring
  4. stirringstirred at 5° C. for an additional 1 h
  5. filtrationfiltered
  6. customThe filtercake is recrystallized from water

来源与证据

ORD记录
ord-c964d7c347b04eae99d5775ae15fc2d8
来源数据集
uspto-grants-2004_05
专利号
US06734190B2

关联笔记

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