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Hydroxyamine hydrochloride → 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamidoxime

HRID 1378012
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HRID 1378012 반응식
Cl.[NH2:2][OH:3].[F:4][C:5]1[CH:6]=[CH:7][C:8]2[N:14]3[CH:15]=[N:16][C:17]([C:18]#[N:19])=[C:13]3[CH2:12][N:11]([CH3:20])[C:10](=[O:21])[C:9]=2[CH:22]=1.C[O-].[Na+].[Na]>CO>[F:4][C:5]1[CH:6]=[CH:7][C:8]2[N:14]3[CH:15]=[N:16][C:17]([C:18](=[N:2][OH:3])[NH2:19])=[C:13]3[CH2:12][N:11]([CH3:20])[C:10](=[O:21])[C:9]=2[CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 443297Hydroxyamine hydrochlorideHCID 5360545SodiumHCID 98815428-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrileHCID 10942334Sodium Methoxide

생성물 1

HCID 540046888-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamidoxime수율 67.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

6.2 g (89.2 mmol) of hydroxylamine hydrochloride and 16.3 g (63.6 mmol) of 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile were added in succession at room temperature under argon to a sodium methylate solution which had been prepared in the usual manner from 2.0 g (86.9 mmol) of sodium and 85 ml of methanol. The reaction mixture was stirred at room temperature for 24 hrs. and then cooled in an ice bath. The separated crystals were filtered off and triturated in 35 ml of water. The white crystals were filtered off and dried at 60° in a vacuum. There were obtained 12.4 g (67%) of 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamidoxime as white crystals of m.p. 249°-250° (dec.).

후처리

  1. temperatureand then cooled in an ice bath
  2. filtrationThe separated crystals were filtered off
  3. customtriturated in 35 ml of water
  4. filtrationThe white crystals were filtered off
  5. customdried at 60° in a vacuum

출처 및 근거

ORD 기록
ord-2f7ea9a47b8e4b76b25483fab3cc81cf
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05665718

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