Water → HCID 12374916, compound

HRID 1732778Notes

Reaction equation

HRID 1732778 reaction equation
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:14]=2[CH2:15]O)=[CH:8][C:7]=1[O:23][CH3:24].C(Cl)(Cl)[Cl:26].O>N1C=CC=CC=1.C1C=CC=CC=1>[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]2[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:14]=2[CH2:15][Cl:26])=[CH:8][C:7]=1[O:23][CH3:24]

Participants

7

Reactant 4

HCID 962WaterHCID 6212ChloroformHCID 24386Thionyl ChlorideHCID 12374912{2-[(4-Chloro-3-methoxyphenyl)sulfanyl]-4-methoxyphenyl}methanol

Product 1

HCID 12374916HCID 12374916, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 1049PyridineSolvent

Procedure

Thionyl chloride (40.5 g) is added dropwise at 10°-20° C. to a stirred solution of the alcohol from the preceding experiment (91 g) in pyridine (30 ml) and chloroform (30 ml) in the course of 1 hour. The mixture is stirred at room temperature for an additional hour, set aside for 48 hours, heated to 40° C. for 2 hours and decomposed with water. The product is isolated by extraction with benzene. The extract affords 86 g of crude oily 2-(4-chloro-3-methoxyphenylthio)-4-methoxybenzyl chloride which is used without purification in the next step.

Workup

  1. customin the course of 1 hour
  2. temperatureheated to 40° C. for 2 hours

Sources & evidence

ORD record
ord-84f17eae1a7c4cad8ef8da7671a35bba
Source dataset
uspto-grants-1980_12
Patent number
US04238611

Reaction notes

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