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

HRID 44227노트

반응식

HRID 44227 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eab0b563009d4394973e79b11856956b
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541407B2

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