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

HRID 1730582Notes

Reaction equation

HRID 1730582 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][C:10]3[C:15]([C:6]=2[S:5](=[O:17])(=[O:16])[N:4]([CH3:18])[C:3]=1[C:19]([NH:21][C:22]1C=C(C)O[N:23]=1)=[O:20])=[CH:14][CH:13]=[CH:12][CH:11]=3.CN1C(C(Cl)=O)=C(N2CCCC2)[C:32]2C=CC3C([C:31]=2[S:30]1(=O)=O)=CC=CC=3.NC1C=C(C)ON=1>>[OH:1][C:2]1[C:7]2[CH:8]=[CH:9][C:10]3[C:15]([C:6]=2[S:5](=[O:17])(=[O:16])[N:4]([CH3:18])[C:3]=1[C:19]([NH:21][C:22]1[S:30][CH:31]=[CH:32][N:23]=1)=[O:20])=[CH:14][CH:13]=[CH:12][CH:11]=3

Participants

4

Reactant 3

HCID 661723-Amino-5-methylisoxazoleHCID 214981112-methyl-4-(1-pyrrolidyl)-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acidchloride-1,1-dioxideHCID 546959354-Hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

Product 1

HCID 547184104-hydroxy-2-methyl-N-(2-thiazolyl)-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide

Procedure

4-Hydroxy-2-methyl-N-(5-methyl-3-isoxazolyl)-2H-naphtho [2,1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 235° C, from 2-methyl-4-(1-pyrrolidyl)-2H-naphtho[2,1-e]-1,2-thiazine- 3-carboxylic acid chloride-1,1-dioxide and 3-amino-5-methylisoxazole.

Sources & evidence

ORD record
ord-ce1bb6f113c5472eb631ecd18c58f6d0
Source dataset
uspto-grants-1976_11
Patent number
US03992535

Reaction notes

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