m-Chlorophenylhydrazine hydrochloride → HCID 58345436, compound

HRID 1877981Notes

Reaction equation

HRID 1877981 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5](=O)[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=1)=O)[CH3:2].Cl.[Cl:22][C:23]1[CH:24]=[C:25]([NH:29][NH2:30])[CH:26]=[CH:27][CH:28]=1>>[Cl:22][C:23]1[CH:24]=[C:25]([N:29]2[C:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([O:17][CH3:18])[CH:10]=3)=[CH:6][C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:20])=[N:30]2)[CH:26]=[CH:27][CH:28]=1

Participants

3

Reactant 2

HCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 43186887Ethyl 4-(3,4-dimethoxyphenyl)-2,4-dioxobutanoate

Product 1

HCID 58345436HCID 58345436, compoundYield 74%

Procedure

Starting from 1 g (3.57 mmol) of 4-(3,4-dimethoxyphenyl)-2,4-dioxobutanoic acid ethyl ester from example 12A and 868.8 mg (4.85 mmol) of 3-chlorophenylhydrazine hydrochloride, 1.03 g (2.7 mmol, 74% yield of theory) of product are obtained according to the method described in example 4A and after purification by preparative HPLC.

Workup

  1. customare obtained
  2. customafter purification by preparative HPLC

Sources & evidence

ORD record
ord-8020358e08c04f1085f73136f4f21512
Source dataset
uspto-grants-2012_11
Patent number
US08314089B2

Reaction notes

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