Methyl iodide → 4-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid ethyl ester-1,1-dioxide

HRID 1730568Notes

Reaction equation

[CH2:1]([O:3][C:4]([C:6]1[NH:7][S:8](=[O:22])(=[O:21])[C:9]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][C:10]=2[C:11]=1[OH:12])=[O:5])[CH3:2].[CH3:23]I>>[CH2:1]([O:3][C:4]([C:6]1[N:7]([CH3:23])[S:8](=[O:21])(=[O:22])[C:9]2[C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[CH:14]=[CH:13][C:10]=2[C:11]=1[OH:12])=[O:5])[CH3:2]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 681412364-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid ethyl ester-1,1-dioxide

Product 1

HCID 681419124-hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid ethyl ester-1,1-dioxideYield 82%

Procedure

4-Hydroxy-2-methyl-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid ethyl ester-1,1-dioxide was prepared analogous to Example 1c from 4-hydroxy-2H-naphtho[2,1-e]-1,2-thiazine-3-carboxylic acid ethyl ester-1,1-dioxide and methyl iodide. Yield: 82% of theory; m.p. 163°-165° C.

Sources & evidence

ORD record: ord-e677159dc61040c9ab69a22ad0e7353d
Source dataset: uspto-grants-1976_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03992535

Reaction notes

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