2-Amino-5-methylthiazole → HCID 54683874, compound

HRID 224605Notes

Reaction equation

HRID 224605 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][C:5]2[C:6]([OH:17])=[C:7]([C:13]([O:15]C)=O)[N:8]([CH3:12])[S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.[NH2:20][C:21]1[S:22][C:23]([CH3:26])=[CH:24][N:25]=1>C1(C)C(C)=CC=CC=1>[F:1][C:2]1[CH:19]=[CH:18][C:5]2[C:6]([OH:17])=[C:7]([C:13]([NH:20][C:21]3[S:22][C:23]([CH3:26])=[CH:24][N:25]=3)=[O:15])[N:8]([CH3:12])[S:9](=[O:10])(=[O:11])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 3517702-Amino-5-methylthiazoleHCID 54703131HCID 54703131, compound

Product 1

HCID 54683874HCID 54683874, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

0.29 gm (1 millimol) of methyl 7-fluoro-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 0.125 gm (1.1 millimols) of 2-amino-5-methyl-thiazole were refluxed in 50 ml of xylene for 24 hours. The reaction mixture was evaporated to dryness in vacuo, and the residue was recrystallized from xylene/cyclohexane. 0.21 gm (57% of theory) of 7-fluoro-4-hydroxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide were obtained.

Workup

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. customthe residue was recrystallized from xylene/cyclohexane

Sources & evidence

ORD record
ord-52105ebdcbd544b6ac0407306fa6cc0f
Source dataset
uspto-grants-1980_11
Patent number
US04233299

Reaction notes

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