Ethanol → HCID 20376042, compound

HRID 1580773Notes

Reaction equation

HRID 1580773 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:14][C:15](=O)[CH2:16][C:17]([CH3:19])=[O:18])C.C(O)C>ClC1C=CC=CC=1>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:15](=[O:14])[CH2:16][C:17]([CH3:19])=[O:18])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 702EthanolHCID 8868Ethyl AcetoacetateHCID 43383702-Nitro-4-phenylenediamine

Product 1

HCID 20376042HCID 20376042, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

15.3 gm (0.1 mol) of 1,4-diamino-2-nitrobenzene were heated in 50 ml of chlorobenzene together with 20 gm of acetoacetic acid ethyl ester, with the simultaneous distillation of ethanol, formed in the reaction. From the cold reaction mixture the precipitate was suctioned off, washed with dilute methanol and recrystallized from dilute acetic acid. The product had a melting point of 146°-147°C.

Workup

  1. customformed in the reaction
  2. customFrom the cold reaction mixture the precipitate
  3. washwashed with dilute methanol
  4. customrecrystallized from dilute acetic acid

Sources & evidence

ORD record
ord-8eb2a5ee78ec422583beb32de13484f2
Source dataset
uspto-grants-1976_01
Patent number
US03933886

Reaction notes

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