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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1973580Generated: October 27, 2026

Dibromomethane → 2-(Phenylthiomethylimino)-1,3-dithietane

https://huagongshe.com/reaction/1973580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibromomethaneHCID 3024—
ReactantTriethylamineHCID 8471—
Reactant1,2-DithietaneHCID 12309283—
ReactantPotassium phenylthiomethyldithiocarbamateHCID 23667329—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(Phenylthiomethylimino)-1,3-dithietaneHCID 21453321—

Reaction Steps

To a mixture of 28.2 g. of methylene bromide and 10.9 g. of triethylamine in 250 ml. of dimethylformamide was added, in portions, 27.3 g. of potassium phenylthiomethyldithiocarbamate keeping the reaction temperature below 30° C. by cooling. After another two hours, the mixture was poured into water and extracted with ethylene chloride. The ethylene chloride mixture was washed with water, dried, and saturated with dry hydrogen chloride. The resulting salt was collected by filtration and washed with acetone. The salt, on stirring with a mixture of 100 ml. of water and 300 ml. of chloroform, dissolved and removal and concentration of the chloroform layer gave 8.5 g. of the dithietane as a white solid, m.p. 50°-52° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03997668
Source datasetuspto-grants-1976_12
ORD IDord-db8ffea6e4bc4bf69032e10b311aa933
Source noteuspto-grants-1976_12