M-Phenylenediamine → Butanamide, N,N'-1,3-phenylenebis[3-oxo-

HRID 441267Notes

Reaction equation

HRID 441267 reaction equation
[CH2:1]=[C:2]1[O:6][C:4](=[O:5])[CH2:3]1.[C:7]1([NH2:14])[CH:12]=[CH:11][CH:10]=[C:9]([NH2:13])[CH:8]=1>>[C:2]([CH2:3][C:4]([NH:13][C:9]1[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=1)[NH:14][C:4](=[O:5])[CH2:3][C:2](=[O:6])[CH3:1])=[O:5])(=[O:6])[CH3:1]

Participants

3

Reactant 2

HCID 7935M-PhenylenediamineHCID 12661Diketene

Product 1

HCID 98645Butanamide, N,N'-1,3-phenylenebis[3-oxo-

Procedure

The process of the invention for the preparation of compounds of formula I wherein R' is ##STR11## comprises reacting diketene with m-phenylenediamine to obtain m-(acetylacetamido)-acetylacetanilide which is reacted with methyl orthoformate and then heated to obtain m-(3'-methoxycrotonylamino)-3 -methoxy-crotonanilide.

Workup

  1. customThe process of the invention for the preparation of compounds of formula I wherein R'

Sources & evidence

ORD record
ord-0ced766b34944393abe6248bf33050fa
Source dataset
uspto-grants-1977_08
Patent number
US04039316

Reaction notes

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