Carbon Disulfide → HCID 23720344, compound

HRID 2049338Notes

Reaction equation

[OH-].[K+:2].ClC1C=CC(CS)=CC=1.C(=S)=S.[K].[Cl:16][C:17]1[CH:27]=[CH:26][C:20]([CH2:21][S:22][C:23](=[S:25])[SH:24])=[CH:19][CH:18]=1>S(=O)(=O)(O)[O-].C([N+](CCCC)(CCCC)CCCC)CCC.O.C1(C)C=CC=CC=1>[C:23](=[S:24])([S-:25])[S:22][CH2:21][C:20]1[CH:19]=[CH:18][C:17]([Cl:16])=[CH:27][CH:26]=1.[K+:2]

Participants

Conditions

Temperature: 18 °C

Procedure

To a flask containing 100 ml of water and 13.0 g (200 mmol) of 86.4% KOH is added 26.4 ml (31.7 g, 200 mmol) of 4-chlorobenzyl mercaptan at 20° C. Then 100 ml of toluene and 100 mg of tetrabutylammonium bisulfate, a phase transfer catalyst, is added and the reaction mixture stirred for 0.5 hours. The reaction mixture is cooled to 18° C. and 26.6 ml (220 mmol) of carbon disulfide is added. After stirring for 0.5 hours, the yellow color of the water layer indicates the formation of the potassium salt of p-chlorobenzyl trithiocarbonic acid.

Workup

stirringAfter stirring for 0.5 hours

Sources & evidence

ORD record: ord-0762ba8befdd47c78a4d5b99148c0486
Source dataset: uspto-grants-1980_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04197311

Reaction notes

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