Diethylaminopropyl chloride, hydrochloride → 3-(3-Diethylaminopropyl)-5-(indol-3-ylmethyl)hydantoin

HRID 2420534

反応式

HRID 2420534 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.Cl[CH2:20][CH2:21][CH2:22][N:23]([CH2:26][CH3:27])[CH2:24][CH3:25].CC[O-].[Na+]>C(O)C>[CH2:24]([N:23]([CH2:26][CH3:27])[CH2:22][CH2:21][CH2:20][N:13]1[C:12](=[O:17])[CH:11]([CH2:10][C:3]2[C:4]3[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=3)[NH:1][CH:2]=2)[NH:15][C:14]1=[O:16])[CH3:25]

参加物

5

反応物 3

HCID 145749Diethylaminopropyl chloride, hydrochlorideHCID 2428675-(1h-Indol-3-ylmethyl)imidazolidine-2,4-dioneHCID 2723922Sodium ethoxide

生成物 1

HCID 203121193-(3-Diethylaminopropyl)-5-(indol-3-ylmethyl)hydantoin

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 5-(indol-3-ylmethyl)hydantoin (10 g, 0.04 mole), 3-chloro-N,N-diethylpropylamine hydrochloride (8.2 g, 0.04 mole), NaOC2H5 (0.08 mole) and 500 ml of anhydrous C2H5OH was heated to reflux with stirring for 20 hours. The mixture was filtered and concentrated to dryness. The concentrate was dissolved in CHCl3, filtered and concentrated. The concentrate was crystallized and recrystallized from benzene-petroleum ether. The solid was again recrystallized from xylene and the solvated solid was dried in vacuum, yield 2.5 g, mp 90°.

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated to dryness
  5. dissolutionThe concentrate was dissolved in CHCl3
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe concentrate was crystallized
  9. customrecrystallized from benzene-petroleum ether
  10. customThe solid was again recrystallized from xylene
  11. customthe solvated solid was dried in vacuum, yield 2.5 g, mp 90°

出典と根拠

ORDレコード
ord-9fac1453dee7497da7051b9ae27155c3
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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