1,2,4-Trichlorobenzene → 2,5-Dichlorobenzenethiol

HRID 1707401Notes

Reaction equation

HRID 1707401 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1Cl.[SH-:10].[Na+]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.N>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[SH:10]

Participants

5

Reactant 2

HCID 131,2,4-TrichlorobenzeneHCID 28015Sodium hydrosulfide

Product 1

HCID 799652,5-Dichlorobenzenethiol

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 222AmmoniaSolvent

Procedure

the method in which 1,2,4-trichlorobenzene and sodium hydrosulfide are reacted in the presence of copper acetate catalyst in liquid ammonia solvent under increased pressure to yield 2,5-dichlorothiophenol, followed by reaction with monochloroacetic acid to yield 2,5-dichlorophenylthioglycolic acid [Kogyo Kagaku, 70, 1384 (1967)].

Workup

  1. temperatureunder increased pressure

Sources & evidence

ORD record
ord-2159a0c8cdb14ad6a1b9247f6767b7be
Source dataset
uspto-grants-1994_10
Patent number
US05352821

Reaction notes

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