Benzoyl chloride → HCID 12899520, compound

HRID 621568Notes

Reaction equation

HRID 621568 reaction equation
[N:1]1([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH2:13][CH2:14][C:15](=[O:21])[NH:16]3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:22]([Cl:30])(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>N1C=CC=CC=1>[ClH:30].[C:22]([N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][CH2:9][O:10][C:11]2[CH:20]=[CH:19][CH:18]=[C:17]3[C:12]=2[CH2:13][CH2:14][C:15](=[O:21])[NH:16]3)[CH2:2][CH2:3]1)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 14128502HCID 14128502, compound

Product 1

HCID 12899520HCID 12899520, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.0 grams of 5-(3-piperazinylpropoxy)-3,4-dihydrocarbostyril and 1.5 g of benzoyl chloride are mixed with 20 ml of pyridine and stirred at 50°-60° C. for 3 hours. The reaction mixture is concentrated under reduced pressure to dryness. The residue is converted into a hydrochloric acid-salt thereof, then recrystallized from methanol to obtain 5-[3-(4-benzoylpiperazinyl)propoxy]-3,4-dihydrocarbostyril hydrochloride in the form of colorless plate-like crystals with a melting point of 240° C. (decomp.).

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure to dryness
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a774f77dba3d4ce0b0cc89e4f47329dc
Source dataset
uspto-grants-1989_04
Patent number
US04824840

Reaction notes

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