Triethylamine → 4-[[O-[N-methyl-N-(2,4-dimethyl-3-oxo-2-pentanesulfenyl)carbamoyl]oximino]]-5-methyl-1,3-oxathiolane

HRID 1448079Notes

Reaction equation

HRID 1448079 reaction equation
[CH3:1][CH:2]1[O:6][CH2:5][S:4][C:3]1=[N:7][OH:8].[CH3:9][N:10]([S:14][C:15]([CH3:22])([C:17](=[O:21])[CH:18]([CH3:20])[CH3:19])[CH3:16])[C:11](Cl)=[O:12].C(N(CC)CC)C>O1CCOCC1>[CH3:9][N:10]([S:14][C:15]([CH3:16])([C:17](=[O:21])[CH:18]([CH3:19])[CH3:20])[CH3:22])[C:11]([O:8][N:7]=[C:3]1[CH:2]([CH3:1])[O:6][CH2:5][S:4]1)=[O:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 54024146N-methyl-N-(2,4-dimethyl-3-oxo-2-pentanesulfenyl)carbamoyl chlorideHCID 71364792N-(5-Methyl-1,3-oxathiolan-4-ylidene)hydroxylamine

Product 1

HCID 538645794-[[O-[N-methyl-N-(2,4-dimethyl-3-oxo-2-pentanesulfenyl)carbamoyl]oximino]]-5-methyl-1,3-oxathiolane

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Prepared as in Example I by reacting 2.64 g (0.02 m) of 5-methyl-4-oximino-1,3-oxathiolane, 4.47 g (0.02 m) of N-methyl-N-(2,4-dimethyl-3-oxo-2-pentanesulfenyl)carbamoyl chloride and 2.02 g (0.02 m) of triethylamine in 25 ml of dioxane. Crystallized from isopropyl etherto yield 1.2 g of a white solid, m.p. 90°-92° C.

Workup

  1. customPrepared as in Example I
  2. customCrystallized from isopropyl etherto yield 1.2 g of a white solid, m.p. 90°-92° C.

Sources & evidence

ORD record
ord-7be04c1ced1741a68f9c65a8ca53ac4b
Source dataset
uspto-grants-1979_12
Patent number
US04179514

Reaction notes

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