Hydrogen Bromide → 3-[4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione

HRID 414245

반응식

HRID 414245 반응식
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:20]=[CH:19][C:18]([N:21]4[C:25](=[O:26])[C:24]([CH3:28])([CH3:27])[N:23]([CH:29]([CH3:33])[C:30](=[O:32])[CH3:31])[C:22]4=[O:34])=[CH:17][CH:16]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1.S(OS([O-])=O)([O-])=O.[Na+].[Na+].Br>O>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:14][CH2:13][N:12]([C:15]3[CH:16]=[CH:17][C:18]([N:21]4[C:25](=[O:26])[C:24]([CH3:27])([CH3:28])[N:23]([CH:29]([CH3:33])[C:30](=[O:32])[CH3:31])[C:22]4=[O:34])=[CH:19][CH:20]=3)[CH2:11][CH2:10]2)=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 260Hydrogen BromideHCID 24346Disodium disulfiteHCID 212819093-[4-[4-(4-Methoxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione

생성물 1

HCID 151255513-[4-[4-(4-Hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione수율 86%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 25.6 parts of 3-[4-[4-(4-methoxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione, 3 parts of sodium disulfite and 375 parts of a hydrobromic acid solution 48% in water was stirred for 6 hours at reflux temperature. After cooling. the crystallized product was filtered off, washed with 2-propanone and suspended in a mixture of water, trichloromethane and 1-butanol. The whole was treated with potassium carbonate (pH 8~9). The separated organic layer was set aside and the aqueous phase was extracted twice with the same mixture. The combined extracts (see above) were evaporated in vacuo. The residue was crystallized from 1-butanol. The product was filtered off and dried, yielding 21.3 parts (86%) of 3-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-5,5-dimethyl-1-(1-methyl-2-oxopropyl)-2,4-imidazolidinedione; mp. 225.9° C. (intermediate 21).

후처리

  1. temperatureat reflux temperature
  2. temperatureAfter cooling
  3. filtrationthe crystallized product was filtered off
  4. washwashed with 2-propanone
  5. additionsuspended in a mixture of water, trichloromethane and 1-butanol
  6. additionThe whole was treated with potassium carbonate (pH 8~9)
  7. extractionthe aqueous phase was extracted twice with the same mixture
  8. customThe combined extracts (see above) were evaporated in vacuo
  9. customThe residue was crystallized from 1-butanol
  10. filtrationThe product was filtered off
  11. customdried

출처 및 근거

ORD 기록
ord-302aa818216140e9ac0ca3dd19cd0fbc
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04791111

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