Dimethylformamide → 5-(Indol-3-ylmethyl)-3-[3-(4-phenyl-1-piperidyl)propyl]hydantoin

HRID 2420532

반응식

HRID 2420532 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH:11]2[NH:15][C:14](=[O:16])[NH:13][C:12]2=[O:17])=[CH:2]1.Cl[CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:24][CH2:23]1.CN(C=O)C.CC[O-].[Na+]>C(O)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([CH2:10][CH:11]2[NH:15][C:14](=[O:16])[N:13]([CH2:19][CH2:20][CH2:21][N:22]3[CH2:23][CH2:24][CH:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH2:26][CH2:27]3)[C:12]2=[O:17])=[CH:2]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 2036891-(3-Chloropropyl)-4-phenylpiperidineHCID 2428675-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dioneHCID 2723922Sodium ethoxide

생성물 1

HCID 203120885-(Indol-3-ylmethyl)-3-[3-(4-phenyl-1-piperidyl)propyl]hydantoin

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 5-(indol-3-ylmethyl)hydantoin (6.4 g, 0.028 mole), 1-(3-chloropropyl)-4-phenylpiperidine (6.6 g, 0.028 mole) and 200 ml of DMF in 200 ml of anhydrous C2H5OH and 0.028 mole of NaOC2H5 was heated under reflux with stirring for 10 hours. The mixture was filtered and the filtrate was diluted with H2O. The solid was collected and twice recrystallized from aqueous C2H5OH, yield 2.0 g, mp 179°-80°.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux
  3. filtrationThe mixture was filtered
  4. additionthe filtrate was diluted with H2O
  5. customThe solid was collected
  6. customtwice recrystallized from aqueous C2H5OH, yield 2.0 g, mp 179°-80°

출처 및 근거

ORD 기록
ord-2790ea9f42f44c8e8957db5bb79757ec
출처 데이터셋
uspto-grants-1978_08
특허 번호
US04110536

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