Stannous chloride dihydrate → 6,7-Dihydro-5-(4-amino-2-chlorobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepin

HRID 440048

반응식

HRID 440048 반응식
[Cl:1][C:2]1[CH:23]=[C:22]([N+:24]([O-])=O)[CH:21]=[CH:20][C:3]=1[C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]2[CH:17]=[CH:18][CH:19]=[C:9]2[CH2:8][CH2:7]1)=[O:5].O.O.Cl[Sn]Cl>C(O)C.O1CCCC1>[NH2:24][C:22]1[CH:21]=[CH:20][C:3]([C:4]([N:6]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[N:10]3[CH:17]=[CH:18][CH:19]=[C:9]3[CH2:8][CH2:7]2)=[O:5])=[C:2]([Cl:1])[CH:23]=1

참가 물질

5

반응물 2

HCID 61436Stannous chloride dihydrateHCID 218370306,7-dihydro-5-(2-chloro-4-nitrobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepine

생성물 1

HCID 218369946,7-Dihydro-5-(4-amino-2-chlorobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepin수율 102.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
55 °C

실험 절차

To a solution of 0.50 g of 6,7-dihydro-5-(2-chloro-4-nitrobenzoyl)-5H-pyrrolo[1,2-a][1,5]benzodiazepine in 10 ml of ethyl alcohol and 2 ml of tetrahydrofuran is added 2.35 g of SnCl2.2H2O and the mixture stirred at 55° C. for 30 minutes. The solvents are evaporated in vacuo to a residue which is stirred with 20 ml of 1N NaOH and 40 ml of ethyl acetate for 15 minutes and filtered through diatomaceous earth. The filter pad is washed with 2×10 ml of ethyl acetate and the combined extracts washed with brine, dried Na2SO4) and evaporated in vacuo to give 0.47 g of solid residue which is triturated with ether-hexane to give 0.43 g of light yellow crystalline solid. MS(CI): 338(M+H, Cl35) 340(M+H, Cl37)

후처리

  1. customThe solvents are evaporated in vacuo to a residue which
  2. stirringis stirred with 20 ml of 1N NaOH and 40 ml of ethyl acetate for 15 minutes
  3. filtrationfiltered through diatomaceous earth
  4. washThe filter pad is washed with 2×10 ml of ethyl acetate
  5. washthe combined extracts washed with brine, dried Na2SO4) and
  6. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-d70b1107edb644e5b54f0207a6441c45
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516774

연결된 노트

불러오는 중…