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Water → 7-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile

HRID 1378211
ノート
印刷プレビュー

反応式

HRID 1378211 の反応式
[Cl:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]([NH2:18])=O)[C:6]=2[CH:5]=[CH:4][C:3]=1[F:21].N1C=CC=CC=1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.O>O1CCOCC1>[Cl:1][C:2]1[C:7]2[C:8](=[O:20])[N:9]([CH3:19])[CH2:10][C:11]3[N:12]([CH:13]=[N:14][C:15]=3[C:16]#[N:18])[C:6]=2[CH:5]=[CH:4][C:3]=1[F:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 9845Trifluoroacetic anhydrideHCID 218422317-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepin-3-carboxamide

生成物 1

HCID 218422677-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile収率 89%

試薬・触媒・溶媒 1

HCID 31275
1,4-Dioxane
溶媒

実験手順

14.4 g (0.0466 mol) of 7-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide was suspended in 60 ml of dioxan and 8 ml of pyridine and treated dropwise at a temperature of ~8° within 10 min. with 10.3 g (0.049 mol) of trifluoroacetic anhydride. The mixture was stirred at 50° for 3 hours and poured into 400 ml of water. The mixture was extracted with ethyl acetate, dried over magnesium sulfate, filtered and the filtrate was concentrated. The residue was dissolved in 300 ml of hot ethyl acetate, the solution was suction filtered over 100 g of silica gel, the silica gel was rinsed with 200 ml of ethyl acetate and the filtrate was evaporated. There were obtained 12 g (89%) of 7-chloro-8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carbonitrile as light yellowish crystals; m.p. 221°-223°.

後処理

  1. extractionThe mixture was extracted with ethyl acetate
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated
  5. dissolutionThe residue was dissolved in 300 ml of hot ethyl acetate
  6. filtrationfiltered over 100 g of silica gel
  7. washthe silica gel was rinsed with 200 ml of ethyl acetate
  8. customthe filtrate was evaporated

出典と根拠

ORDレコード
ord-718c0ae9c4f54b808e0775a624029e7c
出典データセット
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05665718

反応ノート

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