2-Aminothiazole → HCID 54717107, compound

HRID 1448583Notes

Reaction equation

HRID 1448583 reaction equation
[Cl:1][C:2]1[S:10][C:9]2[S:8](=[O:12])(=[O:11])[N:7]([CH3:13])[C:6]([C:14]([O:16]C)=O)=[C:5]([OH:18])[C:4]=2[CH:3]=1.[NH2:19][C:20]1[S:21][CH:22]=[CH:23][N:24]=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[S:10][C:9]2[S:8](=[O:11])(=[O:12])[N:7]([CH3:13])[C:6]([C:14](=[O:16])[NH:19][C:20]3[S:21][CH:22]=[CH:23][N:24]=3)=[C:5]([OH:18])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 54717108HCID 54717108, compound

Product 1

HCID 54717107HCID 54717107, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

0.4 g. of 6-chloro-4-hydroxy-2-methyl-3-methoxycarbonyl-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide is heated under reflux for 16 hours with 0.19 g. of 2-aminothiazole in 45 ml. of absolute xylene, while passing a stream of nitrogen through the mixture. The reaction mixture is cooled to room temperature, and the product is crystallized out by scratching and then kept overnight in the cold. The precipitate crystals are removed by filtration under suction, recrystallized from ethanol, and 6-chloro-4-hydroxy-2-methyl-3-(2-thiazolecarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide having a melting point of 136°-138° (with decomposition) is obtained.

Workup

  1. temperatureunder reflux for 16 hours with 0.19 g
  2. customthe product is crystallized out
  3. customThe precipitate crystals are removed by filtration under suction
  4. customrecrystallized from ethanol, and 6-chloro-4-hydroxy-2-methyl-3-(2-thiazolecarbamoyl)-2H-thieno[3,2-e]1,2-thiazine-1,1-dioxide having a melting point of 136°-138° (with decomposition)
  5. customis obtained

Sources & evidence

ORD record
ord-67867f60e15e402fb94fb30741a4c97f
Source dataset
uspto-grants-1979_12
Patent number
US04180662

Reaction notes

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