Ammonia → HCID 21545569, compound

HRID 1605923Notes

Reaction equation

HRID 1605923 reaction equation
[OH:1][CH:2]([CH2:18][S:19][C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH2:6][CH2:5]1.[OH:27]O.O.N>C(O)(=O)C>[OH:1][CH:2]([CH2:18][S:19]([C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1)=[O:27])[CH2:3][N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 962WaterHCID 21545578HCID 21545578, compound

Product 1

HCID 21545569HCID 21545569, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 1.85 g of 1-[2-hydroxy-3-(p-fluorophenylthio)propyl]-4-(o-methoxyphenyl)piperazine in 20 ml of glacial acetic acid is added dropwise 1.2 g of 35 % aqueous hydrogen peroxide solution under cooling, and the mixture is stirred at a temperature of 20° to 30°C for 1 hour. The reaction mixture is poured into water, neutralized with aqueous ammonia and extracted with benzene. The organic layer is washed with water, dried over sodium sulfate and evaporated under reduced pressure. The oily residue is crystallized by cooling to give 1-[2-hydroxy-3-(p-fluorophenylsulfinyl)propyl]-4-(o-methoxyphenyl)piperazine, M.P. 164° to 165°C. Recrystallization from benzene gives white crystals, M.P. 167.5° to 168.5°C.

Workup

  1. temperatureunder cooling
  2. extractionextracted with benzene
  3. washThe organic layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customThe oily residue is crystallized
  7. temperatureby cooling

Sources & evidence

ORD record
ord-896b5c330fc84357809fcbcaba2b7b8c
Source dataset
uspto-grants-1976_04
Patent number
US03951986

Reaction notes

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