Sulfur dichloride → 3,4-Dichlorophenylmethanesulfenyl chloride

HRID 2071913Notes

Reaction equation

HRID 2071913 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][SH:6].S(Cl)[Cl:12].SC1C=CC=C[N+]=1[O-]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][S:6][Cl:12])[CH:7]=[CH:8][C:9]=1[Cl:10]

Participants

4

Reactant 3

HCID 25353Sulfur dichloride2×HCID 1189863,4-Dichlorotoluene-alpha-thiolHCID 178526253HCID 178526253, compound

Product 1

HCID 214099683,4-Dichlorophenylmethanesulfenyl chloride

Procedure

3,4-Dichlorophenylmethanesulfenyl chloride is prepared from the corresponding 3,4-dichlorobenzyl mercaptan in accordance with the procedure of Example I for the preparation of the sulfenyl chloride, except that this reaction is conducted under cooling conditions. The sulfenyl chloride is reacted with the mercaptopyridine-1-oxide as described in Example I, giving an 84% yield of 3,4-dichlorobenzyl 1-oxo-2-pyridyl disulfide having a melting point of 133.0°-134.0° C. and

Sources & evidence

ORD record
ord-69bfa39ad1c94840afdd79f2dfbe0599
Source dataset
uspto-grants-1977_09
Patent number
US04049665

Reaction notes

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