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

HRID 440048

反応式

HRID 440048 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
55 °C

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-d70b1107edb644e5b54f0207a6441c45
出典データセット
uspto-grants-1996_05
特許番号
US05516774

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