5-Ethyl-4-methylthiazol-2-amine → N-(5-Ethyl-4-methyl-2-thiazolyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2thiazine-3-carboxamide-1,1-dioxide

HRID 1730551Notes

Reaction equation

HRID 1730551 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH3:22])[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.[NH2:23][C:24]1[S:25][C:26]([CH2:30][CH3:31])=[C:27]([CH3:29])[N:28]=1>C(O)C>[CH2:30]([C:26]1[S:25][C:24]([NH:23][C:3]([C:5]2[N:6]([CH3:22])[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:2])=[N:28][C:27]=1[CH3:29])[CH3:31]

Participants

4

Reactant 2

HCID 127359565-Ethyl-4-methylthiazol-2-amineHCID 546906514-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methylester-1,1-dioxide

Product 1

HCID 54695951N-(5-Ethyl-4-methyl-2-thiazolyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2thiazine-3-carboxamide-1,1-dioxideYield 63%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-(5-Ethyl-4-methyl-2-thiazolyl)-4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2thiazine-3-carboxamide-1,1-dioxide was prepared analogous to Example 22 from 4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methylester-1,1-dioxide and 2-amino-5-ethyl-4-methyl-thiazole. Yield: 63% of theory; m.p. 253°-255° C (decomp.; from ethanol).

Sources & evidence

ORD record
ord-cf136d83c63d48afa36e62f58e4aefca
Source dataset
uspto-grants-1976_11
Patent number
US03992535

Reaction notes

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