Thionyl Chloride → HCID 20511807, compound

HRID 1164359Notes

Reaction equation

HRID 1164359 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:27][CH3:28])=[C:6]([C:8]2([C:24]([OH:26])=O)[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)[CH:7]=1.S(Cl)([Cl:31])=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:27][CH3:28])=[C:6]([C:8]2([C:24]([Cl:31])=[O:26])[CH2:13][CH2:12][N:11]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20511805HCID 20511805, compound

Product 1

HCID 20511807HCID 20511807, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a stirred and refluxing mixture of 21 parts of 4-(5-chloro-2-methoxyphenyl)-1-(4-methylphenylsulfonyl)-4-piperidinecarboxylic acid and 270 parts of benzene are added dropwise 36 parts of thionyl chloride. Upon completion, the whole is stirred and refluxed for 4 hours. The reaction mixture is evaporated and the residue is washed twice with methylbenzene, yielding 22 parts (100%) of 4-(5-chloro-2-methoxyphenyl)-1-(4-methylphenylsulfonyl)-4-piperidinecarbonyl chloride.

Workup

  1. temperaturerefluxing
  2. stirringUpon completion, the whole is stirred
  3. temperaturerefluxed for 4 hours
  4. customThe reaction mixture is evaporated
  5. washthe residue is washed twice with methylbenzene

Sources & evidence

ORD record
ord-df5f3f238eb64b22accbecc6372a5b7f
Source dataset
uspto-grants-1983_01
Patent number
US04369184

Reaction notes

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