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

HRID 647471ノート

反応式

HRID 647471 の反応式
[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-471e56e0d4474346be64018e123719f9
出典データセット
uspto-grants-1983_10
特許番号
US04409220

反応ノート

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