2-Amino-4,5-dimethyl-1,3-thiazole → N-(4,5-Dimethyl-2-thiazolyl)-4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

HRID 1730561Notes

Reaction equation

HRID 1730561 reaction equation
CO[C:3]([C:5]1[NH:6][S:7](=[O:21])(=[O:20])[C:8]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH:13]=[CH:12][C:9]=2[C:10]=1[OH:11])=[O:4].[NH2:22][C:23]1[S:24][C:25]([CH3:29])=[C:26]([CH3:28])[N:27]=1>C1(C)C(C)=CC=CC=1>[CH3:28][C:26]1[N:27]=[C:23]([NH:22][C:3]([C:5]2[NH:6][S:7](=[O:20])(=[O:21])[C:8]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[CH:13]=[CH:12][C:9]=3[C:10]=2[OH:11])=[O:4])[S:24][C:25]=1[CH3:29]

Participants

4

Reactant 2

HCID 732382-Amino-4,5-dimethyl-1,3-thiazoleHCID 547193904-hydroxy-2H-naphtho[2,1-e]-1,2thiazine-3-carboxylic acid methyl ester-1,1-dioxide

Product 1

HCID 54695961N-(4,5-Dimethyl-2-thiazolyl)-4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxideYield 35%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

N-(4,5-Dimethyl-2-thiazolyl)-4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide was prepared analogous to Example 37 from 4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methyl ester-1,1-dioxide and 2-amino-4,5-dimethyl-thiazole. Yield: 35% of theory;m.p. 253° C (decomp.; from xylene).

Sources & evidence

ORD record
ord-4d503712cc674033ad5731a18c0b3c59
Source dataset
uspto-grants-1976_11
Patent number
US03992535

Reaction notes

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