4-Methylbenzenethiol → HCID 21564318, compound

HRID 1579939Notes

Reaction equation

HRID 1579939 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N#C[Cl:22].[CH3:23][C:24]1[CH:29]=[CH:28][C:27]([SH:30])=[CH:26][CH:25]=1>C1C=CC=CC=1>[Cl-:22].[CH3:23][C:24]1[CH:29]=[CH:28][C:27]([S:30][P+:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 78114-MethylbenzenethiolHCID 86732910HCID 86732910, compound

Product 1

HCID 21564318HCID 21564318, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

To a suspension of 10.8 g. of the triphenylphosphine/cyanogen chloride reaction product, (C6H5)3P(CN)Cl in 100 ml. of benzene at 5°-10°C. was added a solution of 4.2 g. of p-methylthiophenol in 15 ml. of benzene. After addition was complete, the clear solution was held at 45°C. for 20 minutes. The benzene was removed in vacuo at room temperature to leave p-methylphenylthiotriphenylphosphonium chloride.

Workup

  1. additionTo a suspension of 10.8 g
  2. additionAfter addition
  3. customThe benzene was removed in vacuo at room temperature

Sources & evidence

ORD record
ord-e25cbf4e5eb6440da59a8fb72a6d6043
Source dataset
uspto-grants-1976_01
Patent number
US03932318

Reaction notes

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