p-Chlorothiophenol → HCID 23693160, compound

HRID 2418333Notes

Reaction equation

HRID 2418333 reaction equation
[OH-].[K+:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([SH:10])=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S-:10])=[CH:6][CH:5]=1.[K+:2]

Participants

4

Procedure

To a solution of potassium hydroxide (2.5 g.) in methanol (30 ml.) was dissolved 4-chlorobenzenethiol (6.5 g.), and methanol was distilled off to give potassium 4-chlorobenzenethiolate. To this product were added ethyl 2-(2-nitro-3-chlorophenyl)acetate (10 g.) and dimethylformamide (50 ml.) and stirred for 1.5 hours at 100° C. The reaction mixture was poured into water (300 ml.) and extracted with diethyl ether. The extract was washed with water, dried over magnesium sulfate and then evaporated under reduced pressure. The residue was recrystallized from a mixture of benzene and n-hexane to give yellow needles of the captioned compound (9.9 g.). mp 77° to 79° C.

Workup

  1. distillationwas distilled off

Sources & evidence

ORD record
ord-a11aed851c7b4ca3851e97ab0fcdc7b8
Source dataset
uspto-grants-1984_09
Patent number
US04472433

Reaction notes

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