2-Amino-5-methylthiazole → HCID 54690142, compound

HRID 224601Notes

Reaction equation

HRID 224601 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[C:9]([O:12][CH3:13])[CH:10]=[CH:11][C:6]=2[S:5](=[O:15])(=[O:14])[N:4]([CH3:16])[C:3]=1[C:17]([O:19]C)=O.[NH2:21][C:22]1[S:23][C:24]([CH3:27])=[CH:25][N:26]=1>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[C:7]2[CH:8]=[C:9]([O:12][CH3:13])[CH:10]=[CH:11][C:6]=2[S:5](=[O:14])(=[O:15])[N:4]([CH3:16])[C:3]=1[C:17]([NH:21][C:22]1[S:23][C:24]([CH3:27])=[CH:25][N:26]=1)=[O:19]

Participants

4

Reactant 2

HCID 3517702-Amino-5-methylthiazoleHCID 54703141HCID 54703141, compound

Product 1

HCID 54690142HCID 54690142, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

5.2 gm (0.017 mol) of methyl 4-hydroxy-6-methoxy-2-methyl-2H-1,2-benzothiazine-3-caboxylate-1,1-dioxide and 2.2 gm (0.019 mol) of 2-amino-5-methyl-thiazole were refluxed in 200 ml of xylene for 24 hours. After cooling, the precipitated crystals were filtered off and recrystallized from tetrahydrofuran. 5.8 gm (89% of theory) of 4-hydroxy-6-methoxy-2-methyl-N-(5-methyl-2-thiazolyl)-2H-1,2-benzothiazine-3-caboxamide-1,1-dioxide were obtained.

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitated crystals were filtered off
  3. customrecrystallized from tetrahydrofuran

Sources & evidence

ORD record
ord-8c36614d585941ef80a70f739ebcda45
Source dataset
uspto-grants-1980_11
Patent number
US04233299

Reaction notes

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