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

HRID 2420532

反応式

HRID 2420532 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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°.

後処理

  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°

出典と根拠

ORDレコード
ord-2790ea9f42f44c8e8957db5bb79757ec
出典データセット
uspto-grants-1978_08
特許番号
US04110536

関連ノート

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