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

HRID 1680915Notes

Reaction equation

HRID 1680915 reaction equation
[CH2:1]([SH:6])[CH:2]([SH:5])[CH2:3][CH3:4].Cl[CH:8]([CH3:12])[C:9](=O)[CH3:10]>>[CH2:3]([CH:2]1[CH2:1][S:6][C:9]([CH3:10])=[C:8]([CH3:12])[S:5]1)[CH3:4]

Participants

3

Reactant 2

HCID 200263-Chloro-2-butanoneHCID 61829Butane-1,2-dithiol

Product 1

HCID 129200512-Ethyl-5,6-dimethyl-2,3-dihydro-1,4-dithiineYield 35%

Procedure

The procedure of Example 1(a) is repeated, using 1,2-butanedithiol and 3-chloro-2-butanone to give 2-ethyl-2,3-dihydro-5,6-dimethyl-1,4-dithiin as a colorless oil, bp 68°-81°/0.7, yield 35%, NMR 1.01 (3t), 1.4-2.9 (2m), 1.87 (6s), 2.6-3.4 (3m). IR, 2910 (sh); 1610 (sh); 1410, 1220 (sh); 1155 (sh); 1070, 735, 700.

Sources & evidence

ORD record
ord-08925d3bef664c6e948b2c1e98086f98
Source dataset
uspto-grants-1981_06
Patent number
US04276422

Reaction notes

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