Ammonia → HCID 21432595, compound

HRID 2399039Notes

Reaction equation

HRID 2399039 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][C:16]=1Cl)[C:7]([C:9]1[S:10][CH:11]=[CH:12][N:13]=1)=[O:8])([O-:3])=[O:2].[NH3:18]>C(O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:14]=[CH:15][C:16]=1[NH2:18])[C:7]([C:9]1[S:10][CH:11]=[CH:12][N:13]=1)=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21432588HCID 21432588, compound

Product 1

HCID 21432595HCID 21432595, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 63 g. (0.24 mol) of 2-(3-nitro-4-chlorobenzoyl)thiazole in 3 liters of a saturated solution of ammonia in ethanol was autoclaved at 100° C. for 24 hrs. The mixture was concentrated in vacuo and the resulting residue dissolved in 1.5 liters of warm 5N hydrochloric acid. The solution was cooled to room temperature and neutralized with concentrated ammonium hydroxide to yield 2-(3-nitro-4-aminobenzoyl)thiazole as yellow-orange prisms, mp. 179°-181° C. (methanol).

Workup

  1. additionA suspension of 63 g
  2. concentrationThe mixture was concentrated in vacuo
  3. dissolutionthe resulting residue dissolved in 1.5 liters of warm 5N hydrochloric acid

Sources & evidence

ORD record
ord-1ed5b9e8c4354461a421159f2c733286
Source dataset
uspto-grants-1977_05
Patent number
US04026936

Reaction notes

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