Bromine → (S)-7-amino-6-bromo-5-(o-chlorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one

HRID 1632171노트

반응식

HRID 1632171 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[C@H:9]([CH3:14])[N:8]=[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:6]=2[CH:22]=1.[Br:23]Br>C(O)(=O)C>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[C@H:9]([CH3:14])[N:8]=[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[Cl:21])[C:6]=2[C:22]=1[Br:23]

참가 물질

4

반응물 2

HCID 24408BromineHCID 54176638(S)-7-amino-5-(o-chlorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one

생성물 1

HCID 53936752(S)-7-amino-6-bromo-5-(o-chlorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

A solution of 75 g (0.239 mol) of (S)-7-amino-5-(o-chlorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one in 1500 ml of glacial acetic acid is cooled to 0°, treated rapidly with a solution of 12.5 ml of bromine in 350 ml of glacial acetic acid and then the mixture is stirred at 0° for a further 30 minutes. The mixture is treated with ice/water and extracted with methylene chloride. The organic extract is dried over sodium sulphate and evaporated. The residue obtained is recrystallized from methylene chloride/ether and there is obtained (S)-7-amino-6-bromo-5-(o-chlorophenyl)-1,3-dihydro-1,3-dimethyl-2H-1,4-benzodiazepin-2-one of melting point 243°; [α]25D =41.7° (1 percent solution in methylene chloride).

후처리

  1. extractionextracted with methylene chloride
  2. extractionThe organic extract
  3. dry with materialis dried over sodium sulphate
  4. customevaporated
  5. customThe residue obtained
  6. customis recrystallized from methylene chloride/ether

출처 및 근거

ORD 기록
ord-930cb0a2abb94b1281d38030bd02b9b3
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04474777

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