N-acetyl-N-methylcarbamoyl chloride → 2-[O-(N-acetyl-N-methylcarbamoyl)oximino]-3,3-dimethyltetrahydro-1,4-thiazin-5-one

HRID 1834887Notes

Reaction equation

HRID 1834887 reaction equation
[C:1]([N:4]([CH3:8])[C:5](Cl)=[O:6])(=[O:3])[CH3:2].[N:9](=[C:11]1[C:16]([CH3:18])([CH3:17])[NH:15][C:14](=[O:19])[CH2:13][S:12]1)[OH:10]>>[C:1]([N:4]([CH3:8])[C:5]([O:10][N:9]=[C:11]1[C:16]([CH3:17])([CH3:18])[NH:15][C:14](=[O:19])[CH2:13][S:12]1)=[O:6])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 14921561N-acetyl-N-methylcarbamoyl chlorideHCID 713869496-(Hydroxyimino)-5,5-dimethylthiomorpholin-3-one

Product 1

HCID 539379062-[O-(N-acetyl-N-methylcarbamoyl)oximino]-3,3-dimethyltetrahydro-1,4-thiazin-5-one

Procedure

Utilizing the procedure of Example XII, N-acetyl-N-methylcarbamic acid chloride was reacted with 2-oximino-3,3-dimethyltetrahydro-1,4-thiazin-5-one to yield 2-[O-(N-acetyl-N-methylcarbamoyl)oximino]-3,3-dimethyltetrahydro-1,4-thiazin-5-one, m.p. 218°-220° C. The nmr spectrum supported the proposed structure.

Sources & evidence

ORD record
ord-d0bad5f80a55435f9a8da9045017a31d
Source dataset
uspto-grants-1978_01
Patent number
US04071627

Reaction notes

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