四氢呋喃 → 4,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl ester

HRID 32033

反应方程式

HRID 32033 反应方程式
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[C:7]([NH2:13])=[C:6]([Cl:14])[C:5]=1[NH:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CCO.CO.[NH4+].[Cl-].C1COCC1>C(Cl)Cl.C1COCC1.O.[Zn]>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[C:8]([NH2:10])[C:7]([NH2:13])=[C:6]([Cl:14])[C:5]=1[NH:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

参与物

8

反应物 4

HCID 8028四氢呋喃HCID 25517氯化铵HCID 18681192Ethanol, mixt. with methanolHCID 858681964-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester

产物 1

HCID 858681984,5-Diamino-3-chloro-2-phenylamino-benzoic acid methyl ester收率 70.8%

试剂、催化剂与溶剂 3

HCID 23994Zinc催化剂HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂HCID 21919333Tetrahydrofurane dichloromethane溶剂

实验过程

4-Amino-3-chloro-5-nitro-2-phenylamino-benzoic acid methyl ester 5c (0.50 g, 1.55 mmol) is dissolved into 2:1 EtOH/MeOH (15.5 mL). Saturated aqueous NH4Cl (15 mL), Zn powder (1.02 g, 15.6 mmol), and THF (10 mL) are added. After stirring for 20 hours, the reaction mixture is diluted with CH2Cl2/THF and water. The organic layer is washed with water (3×). The combined organic extracts are dried (Na2SO4) and concentrated under reduced pressure. The solids are triturated with ether to give 0.32 g (70%) clean desired product.

后处理

  1. washThe organic layer is washed with water (3×)
  2. dry with materialThe combined organic extracts are dried (Na2SO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe solids are triturated with ether

来源与证据

ORD记录
ord-0e5849934f384e7db4147f0d080c0160
来源数据集
uspto-grants-2008_09
专利号
US07425637B2

关联笔记

加载中…