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

HRID 704553노트

반응식

HRID 704553 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6386tert-Butanol용매

반응 조건

온도
20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8a76da38036143bd8d919af7f566e943
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04988692

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