2-Amino-4-methylthiazole → HCID 54695969, compound

HRID 1730548Notes

Reaction equation

HRID 1730548 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][CH:26]=[C:27]([CH3:29])[N:28]=1>C(OCC)(=O)C>[OH:11][C:10]1[C:9]2[CH:12]=[CH:13][C:14]3[C:19]([C:8]=2[S:7](=[O:20])(=[O:21])[N:6]([CH3:22])[C:5]=1[C:3]([NH:23][C:24]1[S:25][CH:26]=[C:27]([CH3:29])[N:28]=1)=[O:2])=[CH:18][CH:17]=[CH:16][CH:15]=3

Participants

4

Reactant 2

HCID 741432-Amino-4-methylthiazoleHCID 546906514-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid methylester-1,1-dioxide

Product 1

HCID 54695969HCID 54695969, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

5.0 gm (0.016 mol) of 4-hydroxy-2-methyl-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxylic acid methyl ester-1,1-dioxide were reacted with 2.75 gm (0.025 mol) of 2-amino-4-methyl-thiazole in 200 ml ofxylene analogous to Example 1 and yielded 2.52 gm (40% of theory) of 4-hydroxy-2-methyl-N-(4-methyl-2-thiazolyl)-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 177° C (decomp.; from ethyl acetate).

Sources & evidence

ORD record
ord-a7057b45336b4118b74dd873b28416ce
Source dataset
uspto-grants-1976_11
Patent number
US03992535

Reaction notes

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