2-Aminothiazole → HCID 54684928, compound

HRID 2164094Notes

Reaction equation

HRID 2164094 reaction equation
[OH:1][C:2]1[C:7]2[N:8]([CH3:15])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:6]=2[S:5](=[O:17])(=[O:16])[NH:4][C:3]=1[C:18](OC)=[O:19].[NH2:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1>C1(C)C(C)=CC=CC=1>[OH:1][C:2]1[C:7]2[N:8]([CH3:15])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:14]=3[C:6]=2[S:5](=[O:17])(=[O:16])[NH:4][C:3]=1[C:18]([NH:22][C:23]1[S:24][CH:25]=[CH:26][N:27]=1)=[O:19]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 54704716HCID 54704716, compound

Product 1

HCID 54684928HCID 54684928, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

3.0 gm (9.7 millimols) of methyl 2,5-dihydro-4-hydroxy-5-methyl-1,2-thiazino-[5,6-b]indole-3-carboxylate-1,1-dioxide, 1.0 gm-(10 millimols) of 2-amino-thiazole and 150 ml of xylene were refluxed for 3.5 hours in a Soxhlett-apparatus filled with a 4-A-molecular sieve. The reaction mixture then was filtered and yielded 2.2 gm (63% of theory) of crystalline 2,5-dihydro-4-hydroxy-5-methyl-N-(2-thiazolyl)-1,2-thiazino[5,6-b]indole-3-carboxamide-1,1-dioxide; M.p.: 260° C. (decomposition).

Workup

  1. additionfilled with a 4-A-molecular sieve
  2. filtrationThe reaction mixture then was filtered

Sources & evidence

ORD record
ord-4a7c1ef81f2846898eaab4b3ffdb1785
Source dataset
uspto-grants-1979_01
Patent number
US04137313

Reaction notes

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