Ammonia → HCID 19375961, compound

HRID 1656409Notes

Reaction equation

HRID 1656409 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[N:13]=[C:14]([C:17]([O:19]CC)=O)[S:15][CH:16]=2)[CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[O:8][CH3:9].[NH3:22]>C(O)CO>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[N:13]=[C:14]([C:17]([NH2:22])=[O:19])[S:15][CH:16]=2)[CH:5]=[C:6]([O:10][CH3:11])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19375962HCID 19375962, compound

Product 1

HCID 19375961HCID 19375961, compound

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A solution of ethyl 4-(3-chloro-4,5-dimethoxyphenyl)-thiazole-2-carboxylate (21.8 g) in 1,2-ethanediol (150 ml) at 120° C. was treated with ammonia gas for 25 min. The mixture was cooled in an ice-bath and the resultant suspension was filtered, washed with methanol, and dried at 60° C. under vacuum to give 4-(3-chloro-4,5-dimethoxyphenyl)-thiazole-2-carboxamide (18.7 g), m.p. 178°-180° C.

Workup

  1. temperatureThe mixture was cooled in an ice-bath
  2. filtrationthe resultant suspension was filtered
  3. washwashed with methanol
  4. customdried at 60° C. under vacuum

Sources & evidence

ORD record
ord-f7b181435c7a4b5cae3a2ea58397a6b0
Source dataset
uspto-grants-1993_10
Patent number
US05254575

Reaction notes

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