1,2,3-Trichlorobenzene → 2,3-Dichlorobenzenethiol

HRID 248595

Reaction equation

HRID 248595 reaction equation
[Cl:1][C:2]1[C:3]([Cl:9])=[C:4](Cl)[CH:5]=[CH:6][CH:7]=1.[SH-:10].[Na+]>N.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Cl:1][C:2]1[C:3]([Cl:9])=[C:4]([SH:10])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 68951,2,3-TrichlorobenzeneHCID 28015Sodium hydrosulfide

Product 1

HCID 1402022,3-Dichlorobenzenethiol

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 222AmmoniaSolvent

Procedure

The method in which trichlorobenzene and sodium hydrosulfide are reacted at 125° C. under increased pressure in liquid ammonia solvent in the presence of copper acetate catalyst for 10 hours to yield dichlorothiophenol, which is then reacted with sodium monochloroacetate to yield dichlorophenylthioglycolic acid with a yield of 14 to 29% [Kogyo Kagaku Zasshi, 70, 1384 (1967)].

Sources & evidence

ORD record
ord-2bd4c8012f3f46bbb1e19f148e73c859
Source dataset
uspto-grants-1993_05
Patent number
US05210291

Linked notes

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