Sodium Hydroxide → 2-Amino-7-(p-chloro-benzoyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

HRID 647471노트

반응식

HRID 647471 반응식
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([N:8]2[CH2:14][CH2:13][C:12](=O)[C:11](=O)[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.ClC1C=CC(C(N2CCCC(=O)C(=O)C2)=O)=CC=1.Br.Br.[NH2:39][CH2:40][C:41]([NH2:43])=[NH:42].[OH-].[Na+]>CO.C(OCC)(=O)C>[NH2:43][C:41]1[CH:40]=[N:39][C:12]2[CH2:13][CH2:14][N:8]([C:6](=[O:7])[C:5]3[CH:17]=[CH:18][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH2:9][CH2:10][C:11]=2[N:42]=1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 16211382Aminoacetamidine DihydrobromideHCID 204364431-(4-Chloro-benzoyl)-hexahydroazepine-4,5-dioneHCID 204850291-(4-Chloro-benzoyl)-hexahydroazepine-3,4-dione

생성물 1

HCID 130370422-Amino-7-(p-chloro-benzoyl)-6,7,8,9-tetrahydro-5H-pyrazino[2,3-d]azepine

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

53 mg (0.2 mol) of a mixture of 1-(4-chloro-benzoyl)-hexahydroazepine-4,5-dione and 1-(4-chloro-benzoyl)-hexahydroazepine-3,4-dione [prepared from 1-(4-chloro-benzoyl)-hexahydroazepine-4-one by selenium dioxide oxidation in dioxane/water] and 47 gm (0.2 mol) of 2-amino-acetamidine dihydrobromide were dissolved in 700 ml of methanol, and 200 ml of 2 N sodium hydroxide were added dropwise to the solution at 5° C. The mixture was stirred at room temperature for one hour, then concentrated by evaporation and then, after addition of more sodium hydroxide, extracted with chloroform. The dried extract solution was concentrated by evaporation and chromatographed on silicagel with ethyl acetate/methanol (10:1) as the mobile phase. The crystals obtained thereby were digested with ethyl acetate and suction-filtered.

후처리

  1. concentrationconcentrated by evaporation
  2. additionafter addition of more sodium hydroxide
  3. extractionextracted with chloroform
  4. extractionThe dried extract solution
  5. concentrationwas concentrated by evaporation
  6. customchromatographed on silicagel with ethyl acetate/methanol (10:1) as the mobile phase
  7. customThe crystals obtained
  8. filtrationsuction-filtered

출처 및 근거

ORD 기록
ord-471e56e0d4474346be64018e123719f9
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04409220

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