(Diethylamino)sulfur trifluoride → HCID 13125992、化合物

HRID 1389816ノート

反応式

HRID 1389816 の反応式
[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]

参加物

4

反応物 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 131260123-Hydroxyflubromazepam

生成物 1

HCID 13125992HCID 13125992、化合物収率 74%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-ae362d2afafb4dac92b9d83ba06ac27d
出典データセット
uspto-grants-1981_01
特許番号
US04246270

反応ノート

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