Ethanol → 1-Amino-2-nitro-4-omega-benzoylacetylamino-benzene

HRID 1580770Notes

Reaction equation

HRID 1580770 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[C:12]([CH2:20][C:21](OCC)=[O:22])(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(O)C>C1(C)C(C)=CC=CC=1>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:21](=[O:22])[CH2:20][C:12](=[O:19])[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 702EthanolHCID 7170Ethyl benzoylacetateHCID 43383702-Nitro-4-phenylenediamine

Product 1

HCID 203760841-Amino-2-nitro-4-omega-benzoylacetylamino-benzene

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

15.3 gm (0.1 mol) of 1,4-diamino-2-nitrobenzene were suspended in 100 ml of xylol. This suspension was heated. After the addition thereto of 42.3 gm (0.22 mol) of ethyl benzoylacetate, this suspension was heated on an oil bath at 130°C with the simultaneous distillation of ethanol, formed in the reaction. The precipitate was separated from the cold reaction mixture and processed, as described in Example I. The product had a melting point of 182°-183°C.

Workup

  1. temperatureThis suspension was heated
  2. additionAfter the addition
  3. customformed in the reaction
  4. customThe precipitate was separated from the cold reaction mixture

Sources & evidence

ORD record
ord-c6e4919bcc894366a7bcae63b13193eb
Source dataset
uspto-grants-1976_01
Patent number
US03933886

Reaction notes

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