m-Chlorophenylhydrazine hydrochloride → HCID 58345403, compound

HRID 1877980Notes

Reaction equation

HRID 1877980 reaction equation
[C:1]([C:3]1[CH:4]=[C:5](/[C:9](/[O-])=[CH:10]/[C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:6]=[CH:7][CH:8]=1)#[N:2].[Li+].Cl.[Cl:21][C:22]1[CH:23]=[C:24]([NH:28][NH2:29])[CH:25]=[CH:26][CH:27]=1>>[Cl:21][C:22]1[CH:23]=[C:24]([N:28]2[C:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:1]#[N:2])[CH:4]=3)=[CH:10][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:29]2)[CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 75331m-Chlorophenylhydrazine hydrochlorideHCID 58277306HCID 58277306, compound

Product 1

HCID 58345403HCID 58345403, compoundYield 35%

Procedure

Starting from 10 g (39.81 mmol) of lithium (1Z)-1-(3-cyanophenyl)-4-ethoxy-3,4-dioxobut-1-en-1-olate from example 10A and 9.7 g (54.15 mmol) of 3-chlorophenylhydrazine hydrochloride, 4.97 g (14 mmol, 35% yield of theory) of product are obtained according to the method described in example 4A.

Workup

  1. customare obtained

Sources & evidence

ORD record
ord-d5cec886890c412388fec8fc3787926d
Source dataset
uspto-grants-2012_11
Patent number
US08314089B2

Reaction notes

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