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

HRID 1580769Notes

Reaction equation

HRID 1580769 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(O)C.[C:15]([CH2:17][C:18](OCC)=[O:19])#[N:16]>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:18](=[O:19])[CH2:17][C:15]#[N:16])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

4

Reactant 3

HCID 702EthanolHCID 7764Ethyl cyanoacetateHCID 43383702-Nitro-4-phenylenediamine

Product 1

HCID 203760951-Amino-2-nitro-4-omega-cyanoacetylamino-benzene

Procedure

15.3 gm (0.1 mol) of 1,4-diamino-2-nitrobenzene were heated to boiling in 150 ml of ethyl cyanoacetate. Simultaneously therewith the ethanol formed during the reaction was removed by distillation. After the reaction mixture was cooled, the precipitate formed was vacuum filtered, washed with ether and recrystallized from dilute acetic acid. The product had a melting point of 218°-221°C.

Workup

  1. customwas removed by distillation
  2. temperatureAfter the reaction mixture was cooled
  3. customthe precipitate formed
  4. filtrationfiltered
  5. washwashed with ether
  6. customrecrystallized from dilute acetic acid

Sources & evidence

ORD record
ord-33eddbc218fb477985b9c89771e72f12
Source dataset
uspto-grants-1976_01
Patent number
US03933886

Reaction notes

Loading…