3-Chloro-2-butanone → 2,3,5,6-Tetramethyl-2,3-dihydro-1,4-dithiine

HRID 1680916Notes

Reaction equation

HRID 1680916 reaction equation
[CH3:1][CH:2]([SH:6])[CH:3]([SH:5])[CH3:4].Cl[CH:8]([CH3:12])[C:9](=O)[CH3:10]>>[CH3:4][CH:3]1[CH:2]([CH3:1])[S:6][C:9]([CH3:10])=[C:8]([CH3:12])[S:5]1

Participants

3

Reactant 2

HCID 200263-Chloro-2-butanoneHCID 5483532,3-Butanedithiol

Product 1

HCID 129200522,3,5,6-Tetramethyl-2,3-dihydro-1,4-dithiineYield 60%

Procedure

The procedure of Example 1(a) is followed using 2,3-butanedithiol and 3-chloro-2-butanone to give 2,3-dihydro-2,3,5,6-tetramethyl-1,4-dithiin, as a colorless liquid, b.p. 58°-60°/0.02 mm, yield 60%. NMR 1.34 (6d), 1.87 (6s), 2.7-3.2 (2m) (CDCl3). IR, 2950, 1600, 1435, 1365, 1150, 1060, 760, 680.

Sources & evidence

ORD record
ord-4524bfc324964614bd4c32d023908987
Source dataset
uspto-grants-1981_06
Patent number
US04276422

Reaction notes

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