Ammonia → N-[5-chloro-4-(pyridin-3-yl)-thiazol-2-yl]-formamide

HRID 653611Notes

Reaction equation

HRID 653611 reaction equation
[Cl:1][C:2]1[S:6][C:5]([NH2:7])=[N:4][C:3]=1[C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1.[CH:14](N)=[O:15].N>C(O)=O.O>[Cl:1][C:2]1[S:6][C:5]([NH:7][CH:14]=[O:15])=[N:4][C:3]=1[C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 713FormamideHCID 129408895-Chloro-4-(pyridin-3-yl)-thiazol-2-amine

Product 1

HCID 19889484N-[5-chloro-4-(pyridin-3-yl)-thiazol-2-yl]-formamide

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 962WaterSolvent

Procedure

5-Chloro-4-(pyridin-3-yl)-thiazol-2-amine (20 g) was dissolved in formic acid (40 ml) and formamide (20 ml) and the mixture was heated at 90° C. for six hours. After cooling, the mixture was diluted with water (240 ml) and basified with aqueous ammonia solution. The resulting solid was isolated by filtration, and dried in vacuo at 60° C. to give N-[5-chloro-4-(pyridin-3-yl)-thiazol-2-yl]-formamide, (22,8 g) Mp 229° C.

Workup

  1. temperatureAfter cooling
  2. customThe resulting solid was isolated by filtration
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-bf864bc52ac2402189d39aa308c9e9d2
Source dataset
uspto-grants-1992_07
Patent number
US05128340

Reaction notes

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