Clobazam → 7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepin-2,3,4(5H)-trione 3-oxime

HRID 704553ノート

反応式

HRID 704553 の反応式
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[N:6]([CH3:19])[C:7](=[O:18])[CH2:8][C:9](=[O:17])[N:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.CC([O-])(C)C.[K+].[N:28](OC(CC)(C)C)=[O:29]>C(O)(C)(C)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]2[N:6]([CH3:19])[C:7](=[O:18])[C:8](=[N:28][OH:29])[C:9](=[O:17])[N:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1

参加物

5

反応物 3

HCID 2789ClobazamHCID 243476tert-Pentyl nitriteHCID 23665647Potassium tert-butoxide

生成物 1

HCID 537695737-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepin-2,3,4(5H)-trione 3-oxime収率 85%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

反応条件

温度
20 °C

実験手順

3 g of 7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione were suspended in 30 ml of tert-butanol and 1.12 g of potassium tert-butylate were added in small fractions. While maintaining the temperature at 20° C. with a water bath, 2.3 ml of tert-amyl nitrite were added and the solution thickened and a precipitate formed. After standing for 16 hours at ambient temperature, the precipitate formed was separated off (potassium salt of the oxime) and dissolved in 20 ml of water and acidified by acetic acid. The precipitate formed was extracted and the organic phase was washed with water, dried and concentrated to obtain 2.8 g of the expected product (yield=85%) melting at approx. 50° C.

後処理

  1. customa precipitate formed
  2. customthe precipitate formed
  3. customwas separated off (potassium salt of the oxime) and
  4. dissolutiondissolved in 20 ml of water
  5. customThe precipitate formed
  6. extractionwas extracted
  7. washthe organic phase was washed with water
  8. customdried
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-8a76da38036143bd8d919af7f566e943
出典データセット
uspto-grants-1991_01
特許番号
US04988692

反応ノート

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