4-Nitro-1,3-benzenediamine → HCID 18963539, compound

HRID 1580768Notes

Reaction equation

HRID 1580768 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([NH2:11])[CH:3]=1.[C:12]([CH2:14][C:15](Cl)=[O:16])#[N:13]>C1C=CC=CC=1>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([NH:11][C:15](=[O:16])[CH2:14][C:12]#[N:13])[CH:3]=1

Participants

4

Reactant 2

HCID 212084-Nitro-1,3-benzenediamineHCID 110515942-Cyanoacetyl chloride

Product 1

HCID 18963539HCID 18963539, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

9.04 gm (0.059 mol) of 1,3-diamino-4-nitrobenzene, 5.69 gm (0.054 mol) of cyanoacetyl chloride were boiled in 100 ml of benzene for 4 hours at reflux. The precipitation of the reaction product occurred during the reaction and was completed by concentration of the reaction solution. The separated precipitate was purified by recrystallization from acetic acid. On the basis of the analysis data and IR- and NRM-measurements the product has the formula: 1-amino-3-cyanoacetylamino-4-nitrobenzene and a melting point of 218°-220°C.

Workup

  1. temperatureat reflux
  2. customThe precipitation of the reaction product
  3. customoccurred during the reaction
  4. customThe separated precipitate was purified by recrystallization from acetic acid

Sources & evidence

ORD record
ord-7ca4b6e53b13417aa742cf9fa650c57b
Source dataset
uspto-grants-1976_01
Patent number
US03933886

Reaction notes

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