4-(Bromoacetyl)benzonitrile → HCID 59828836、化合物

HRID 1191076ノート

反応式

HRID 1191076 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 59828836HCID 59828836、化合物収率 95.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-d4a371b13503439f922b45fee5d47658
出典データセット
uspto-grants-2014_03
特許番号
US08680091B2

反応ノート

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