4-(Bromoacetyl)benzonitrile → HCID 59828836, 화합물

HRID 1191076노트

반응식

HRID 1191076 반응식
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7](=O)[CH2:8]Br)=[CH:5][CH:4]=1)#[N:2].[F:13][C:14]([F:21])([F:20])[CH2:15][NH:16][C:17]([NH2:19])=[S:18].C(=O)(O)[O-].[Na+]>C(O)C>[F:13][C:14]([F:21])([F:20])[CH2:15][NH:16][C:17]1[S:18][CH:8]=[C:7]([C:6]2[CH:11]=[CH:12][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[N:19]=1

참가 물질

5

반응물 3

HCID 986544-(Bromoacetyl)benzonitrileHCID 516892Sodium BicarbonateHCID 202028121-(2,2,2-Trifluoroethyl)thiourea

생성물 1

HCID 59828836HCID 59828836, 화합물수율 95.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Slurry 4-cyanophenacyl bromide (1.4 g, 6.3 mmol), 2,2,2-trifluoroethyl-thiourea (1.0 g, 6.3 mmol) and sodium bicarbonate (529 mg, 6.3 mmol) in absolute ethanol (30 mL). Stir the mixture at reflux for 1 h under a nitrogen atmosphere. Cool to room temperature and concentrate in vacuo. Partition the residue between DCM (100 mL) and water (20 mL). Dry the organic layer over Na2SO4 and concentrate in vacuo to obtain the desired intermediate (1.7 g, 95%). MS (ES+) m/z: 284 (M+H)+.

후처리

  1. temperatureat reflux for 1 h under a nitrogen atmosphere
  2. concentrationconcentrate in vacuo
  3. customPartition the residue between DCM (100 mL) and water (20 mL)
  4. dry with materialDry the organic layer over Na2SO4
  5. concentrationconcentrate in vacuo

출처 및 근거

ORD 기록
ord-d4a371b13503439f922b45fee5d47658
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08680091B2

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