m-Chlorophenylhydrazine hydrochloride → HCID 58345427, compound

HRID 1877982Notes

Reaction equation

HRID 1877982 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5](=O)[CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[Cl:16])=O)[CH3:2].Cl.[Cl:20][C:21]1[CH:22]=[C:23]([NH:27][NH2:28])[CH:24]=[CH:25][CH:26]=1>>[Cl:20][C:21]1[CH:22]=[C:23]([N:27]2[C:7]([C:9]3[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=3[Cl:16])=[CH:6][C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:18])=[N:28]2)[CH:24]=[CH:25][CH:26]=1

Participants

3

Reactant 2

HCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 22997478Ethyl 4-(2,4-dichlorophenyl)-2,4-dioxobutanoate

Product 1

HCID 58345427HCID 58345427, compoundYield 22%

Procedure

Starting from 1 g (3.46 mmol) of 4-(2,4-dichlorophenyl)-2,4-dioxobutanoic acid ethyl ester from example 11A and 842.25 mg (4.7 mmol) of 3-chlorophenylhydrazine hydrochloride, 297.5 mg (0.75 mmol, 22% 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-9d45fb30f0fc4b1ead7772fc6236ca06
Source dataset
uspto-grants-2012_11
Patent number
US08314089B2

Reaction notes

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