1-(4-Fluorophenyl)piperazine → HCID 13784684, compound

HRID 235634Notes

Reaction equation

HRID 235634 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[C:11](=[O:12])[NH:10][C:9]2[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=2[S:7]1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1>C(OCC)(=O)C>[F:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:29][CH2:28][N:27]([CH2:2][CH2:3][CH2:4][CH2:5][CH:6]3[C:11](=[O:12])[NH:10][C:9]4[CH:13]=[CH:14][CH:15]=[CH:16][C:8]=4[S:7]3)[CH2:26][CH2:25]2)=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 752601-(4-Fluorophenyl)piperazineHCID 13784632HCID 13784632, compound

Product 1

HCID 13784684HCID 13784684, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
110 °C

Procedure

In 10 ml of ethyl acetate were dissolved 435 mg of 2-(4-chlorobutyl)-2H-1,4-benzothiazin-3(4H)-one and 613 mg of 1-(4-fluorophenyl)piperazine. The solvent was evaporated off, and the residue was stirred at 110° C. for one hour. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and dried (MgSO4). After removal of the solvent, the residue was subjected to a column chromatography on silica-gel (40 g). From the eluate with hexane-ethyl acetate (1:1, v/v) was obtained 2-[4-[4-(4-fluorophenyl)-1-piperazinyl]butyl]-2H-1,4-benzothiazin-3(4H)-one. The yield was 293 mg (43.2%). Recrystallization from methanol gave prisms, m.p. 150°-151° C.

Workup

  1. customThe solvent was evaporated off
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. washthe extract was washed with water
  4. dry with materialdried (MgSO4)
  5. customAfter removal of the solvent

Sources & evidence

ORD record
ord-a14e84e5bd084f6cbf3fecf79c2cbbdc
Source dataset
uspto-grants-1987_02
Patent number
US04640916

Reaction notes

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