Thionyl Chloride → HCID 178514949、化合物

HRID 1076713ノート

反応式

HRID 1076713 の反応式
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([OH:19])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1>C(Cl)(Cl)Cl>[Cl:3][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([OH:19])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[N:11]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 178520828HCID 178520828、化合物

生成物 1

HCID 178514949HCID 178514949、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

Thionylchloride (1.53 ml.) was added dropwise to a stirred cooled suspension of 2-(3-hydroxypropylamino)-3-phenyl-3H-indol-3-ol (3 g.) in chloroform (25 ml.). On completion of the addition the reaction was allowed to warm to room temperature and then heated under reflux for 45 minutes. The solvent and excess thionyl chloride were removed under reduced pressure and the resulting product crystallised from isopropanol-ether to give the title compound as its hydrochloride salt (2.72 g.). After two recrystallisations from isopropanol-ether the hydrochloride had a m.p. 210°-212°C. (Found C, 60.8; H. 5.6; N, 8.3. C17H17ClN20HCl requires C, 60.5; H, 5.4; N 8.3%).

後処理

  1. temperaturecooled
  2. additionOn completion of the addition the reaction
  3. temperatureheated
  4. temperatureunder reflux for 45 minutes
  5. customThe solvent and excess thionyl chloride were removed under reduced pressure
  6. customthe resulting product crystallised from isopropanol-ether

出典と根拠

ORDレコード
ord-8f6710b7b2e74269af44a2a8ee29aebb
出典データセット
uspto-grants-1976_05
特許番号
US03957819

反応ノート

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