(Diethylamino)sulfur trifluoride → HCID 13125992, 화합물

HRID 1389816노트

반응식

HRID 1389816 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH:9](O)[N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1.C(N(S(F)(F)[F:28])CC)C>C(Cl)Cl>[F:28][CH:9]1[N:8]=[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[F:20])[C:6]2[CH:21]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=2[NH:11][C:10]1=[O:12]

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 131260123-Hydroxyflubromazepam

생성물 1

HCID 13125992HCID 13125992, 화합물수율 74%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A stirred suspension of 4.2 g (0.012 mole) of 7-bromo-5-(2-fluorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one in 200 ml methylene chloride was cooled to -70°, and 5 ml (0.04 mole) of diethylaminosulfur trifluoride was added dropwise. The reaction mixture was allowed to warm to -10°, and held at this temperature until most of the solid had dissolved. The reaction mixture was poured into ice-water and stirred vigorously. The organic layer was separated, washed with water, dried (MgSO4) and evaporated to dryness under reduced pressure. The residue was recrystallized from benzene-hexane to give 3.12 g of 3-fluoro-7-bromo-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one as light yellow crystals: mp 195°-197° (dec.); 19F nmr (DMSO-d6) δ -113.0 ppm (m, 1F) and -162.1 ppm (d, J=56 Hz, 1F), 1H nmr (DMSO-d6) δ 5.88 ppm (d, J=56 Hz, 1H), 7.2-7.9 ppm (m, 7H), 11.2 ppm (NH).

후처리

  1. temperaturewas cooled to -70°
  2. temperatureto warm to -10°
  3. dissolutionhad dissolved
  4. customThe organic layer was separated
  5. washwashed with water
  6. dry with materialdried (MgSO4)
  7. customevaporated to dryness under reduced pressure
  8. customThe residue was recrystallized from benzene-hexane

출처 및 근거

ORD 기록
ord-ae362d2afafb4dac92b9d83ba06ac27d
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04246270

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