Hydrochloric Acid → 6-[2-Hydroxy-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril monohydrochloride

HRID 569956Notes

Reaction equation

HRID 569956 reaction equation
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2.[C:17]1([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[ClH:29]>C(O)(C)C>[ClH:29].[OH:1][CH:2]([CH2:16][N:26]1[CH2:27][CH2:28][N:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:24][CH2:25]1)[CH2:3][O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 70961-PhenylpiperazineHCID 145174016-(Oxiran-2-ylmethoxy)-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 128994486-[2-Hydroxy-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril monohydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

4.4 Grams of 6-(2,3-epoxypropoxy)-3,4-dihydrocarbostyril and 3.4 g of 4-phenylpiperazine are dispersed in 80 ml of isopropanol and reacted at 50°-60° C. for 3 hours under stirring conditions, then 5 ml of concentrated hydrochloric acid are added thereto and concentrated under reduced pressure to dryness. The thus obtained residue is recrystallized from hot water to obtain 6.1 g of 6-[2-hydroxy-3-(4-phenylpiperazinyl)propoxy]-3,4-dihydrocarbostyril monohydrochloride.1/2hydrate in the form of colorless needle-like crystals with a melting point of 223°-224° C.

Workup

  1. customreacted at 50°-60° C. for 3 hours under stirring conditions
  2. concentrationconcentrated under reduced pressure to dryness
  3. customThe thus obtained residue is recrystallized from hot water

Sources & evidence

ORD record
ord-08feddf7e7ef47aba863e5e7b037c3ea
Source dataset
uspto-grants-1988_03
Patent number
US04734416

Reaction notes

Loading…