Phosphorus pentachloride → 6-chloro-11H-benzo[e]pyrido[3,2-b][1,4]diazepine

HRID 44227

反応式

HRID 44227 の反応式
[N:1]1[C:11]2[NH:10][C:9]3[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=3[C:7](=O)[NH:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:18]>ClCCl>[Cl:18][C:7]1[C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[NH:10][C:11]2[N:1]=[CH:2][CH:3]=[CH:4][C:5]=2[N:6]=1

参加物

4

反応物 2

HCID 24819Phosphorus pentachlorideHCID 701695,11-Dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one

生成物 1

HCID 1361637716-chloro-11H-benzo[e]pyrido[3,2-b][1,4]diazepine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one (18 g, 85.3 mmol) and PCl5 (20.5 g) in dichloromethane (650 mL) was stirred at reflux until the starting material was all consumed (use LC/MS to follow the reaction). The reaction mixture was concentrated in vacuo to half volume and the resulting solid was collected by filtration and washed with dichloromethane. The filtrate was further concentrated and a second crop was similarly obtained and combined. The 6-chloro-11H-benzo[e]pyrido[3,2-b][1,4]diazepine was obtained as a yellow solid (total 14 g, 71%). LCMS [M+H]: 230.

後処理

  1. temperatureat reflux until the starting material
  2. customall consumed (use LC/MS
  3. customthe reaction)
  4. concentrationThe reaction mixture was concentrated in vacuo to half volume
  5. filtrationthe resulting solid was collected by filtration
  6. washwashed with dichloromethane
  7. concentrationThe filtrate was further concentrated
  8. customa second crop was similarly obtained

出典と根拠

ORDレコード
ord-eab0b563009d4394973e79b11856956b
出典データセット
uspto-grants-2013_09
特許番号
US08541407B2

関連ノート

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