Ammonia → 5-Chloro-2-methoxy-benzylideneamine

HRID 28551Notes

Reaction equation

HRID 28551 reaction equation
C(O[C:4](=[NH:14])[C:5]1[CH:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:6]=1[O:12][CH3:13])C.N>CO>[Cl:11][C:9]1[CH:8]=[CH:7][C:6]([O:12][CH3:13])=[C:5]([CH:10]=1)[CH:4]=[NH:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 668514685-Chloro-2-methoxy-benzimidic acid ethyl ester

Product 1

HCID 860043195-Chloro-2-methoxy-benzylideneamineYield 129%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5-chloro-2-methoxy-benzimidic acid ethyl ester (1.0 g, 4.0 mmol) and a solution of ammonia in methanol (7.0 M, 50 ml) was stirred for 48 hours. Evaporation of volatiles under reduced pressure provided 5-chloro-2-methoxy-benzylideneamine (0.875 g, 99% yield).

Workup

  1. customEvaporation of volatiles under reduced pressure

Sources & evidence

ORD record
ord-e156bd4fee62435594200402a7c630ce
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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