4-Nitro-2-trichloromethylbenzenesulfenyl chloride → (4-Nitro-2-trichloromethylphenyl)-(2-cyano-3-chlorophenyl)-disulfide

HRID 2285716Notes

Reaction equation

HRID 2285716 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]Cl)=[C:6]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:5]=1)([O-:3])=[O:2].[C:16]([C:18]1[C:23]([Cl:24])=[CH:22][CH:21]=[CH:20][C:19]=1[SH:25])#[N:17]>C(OCC)C>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10][S:25][C:19]2[CH:20]=[CH:21][CH:22]=[C:23]([Cl:24])[C:18]=2[C:16]#[N:17])=[C:6]([C:12]([Cl:15])([Cl:14])[Cl:13])[CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chlorideHCID 212247652-Chloro-6-sulfanylbenzonitrile

Product 1

HCID 20544198(4-Nitro-2-trichloromethylphenyl)-(2-cyano-3-chlorophenyl)-disulfideYield 86.3%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

30.7 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride in 500 ml of diethyl ether is reacted in a stirred apparatus with 17 g of 2-cyano-3-chlorothiophenol for 4 hours at 30° C. There is obtained 38 g (86% of theory) of (4-nitro-2-trichloromethylphenyl)-(2-cyano-3-chlorophenyl)-disulfide; m.p.: 137° C.

Sources & evidence

ORD record
ord-382f6d68d4254a72a9fb334ed1edad9a
Source dataset
uspto-grants-1982_04
Patent number
US04324793

Reaction notes

Loading…