HCID 12952718, compound → HCID 12952719, compound

HRID 1577115Notes

Reaction equation

HRID 1577115 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([N:15]3[CH:19]=[CH:18][N:17]=[C:16]3SC)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1>[Ni].CO>[N:15]1([N:12]2[CH2:11][CH2:10][N:9]([C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)[CH2:14][CH2:13]2)[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

4

Reactant 1

HCID 12952718HCID 12952718, compound

Product 1

HCID 12952719HCID 12952719, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 5.5 parts of 1-(4-methoxyphenyl)-4-[2-(methylthio)-1H-imidazol-1-yl]piperazine, 8 parts of Raney-nickel catalyst and 80 parts of methanol is stirred and refluxed overnight. The Raney-nickel is filtered off and another 8 parts of Raney-nickel catalyst are added. The whole is further stirred and refluxed overnight. The reaction mixture is filtered and the filtrate is evaporated. The residue is crystallized from 1,1'-oxybisbutane. The product is filtered off and dried, yielding 3.6 parts (77%) of 1-(1H-imidazol-1-yl)-4-(4-methoxyphenyl)piperazine, mp. 158.6° C.

Workup

  1. temperaturerefluxed overnight
  2. filtrationThe Raney-nickel is filtered off
  3. additionanother 8 parts of Raney-nickel catalyst are added
  4. stirringThe whole is further stirred
  5. temperaturerefluxed overnight
  6. filtrationThe reaction mixture is filtered
  7. customthe filtrate is evaporated
  8. customThe residue is crystallized from 1,1'-oxybisbutane
  9. filtrationThe product is filtered off
  10. customdried

Sources & evidence

ORD record
ord-e04f3767a39c496cb7209c5a7303d6d6
Source dataset
uspto-grants-1981_09
Patent number
US04287195

Reaction notes

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