Trimethylamine → 3,3,6-Trimethyl-2,5-thiomorpholinedione 2-(O-((methylamino)carbonyl)oxime)

HRID 1834881Notes

Reaction equation

[N:1](=[C:3]1[C:8]([CH3:10])([CH3:9])[NH:7][C:6](=[O:11])[CH:5]([CH3:12])[S:4]1)[OH:2].[CH3:13][N:14]=[C:15]=[O:16].CN(C)C>>[CH3:13][NH:14][C:15]([O:2][N:1]=[C:3]1[C:8]([CH3:9])([CH3:10])[NH:7][C:6](=[O:11])[CH:5]([CH3:12])[S:4]1)=[O:16]

Participants

Reactant 3

HCID 1146Trimethylamine

HCID 12228Methyl Isocyanate

HCID 86735419HCID 86735419, compound

Product 1

HCID 30505423,3,6-Trimethyl-2,5-thiomorpholinedione 2-(O-((methylamino)carbonyl)oxime)

Procedure

Utilizing the procedure of Example V, 2-oximino-3,3,6-trimethyltetrahydro-1,4-thiazin-5-one was reacted with methyl isocyanate in the presence of trimethylamine to yield 3 g of 2-[O-(methylcarbamoyl)oximino]-3,3,6-trimethyltetrahydro-1,4-thiazin-5-one, m.p. 190°-191° C. IR spectrum supported the proposed structure.

Sources & evidence

ORD record: ord-d5dfab66918041918a94a1b09824ab58
Source dataset: uspto-grants-1978_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04071627

Reaction notes

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