Triethylamine → HCID 72721606、化合物

HRID 2280427ノート

反応式

HRID 2280427 の反応式
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.Cl.[NH2:10][C:11]1[C:16]([CH3:17])=[CH:15][C:14](/[CH:18]=[CH:19]/[C:20]#[N:21])=[CH:13][C:12]=1[CH3:22].C(N(CC)CC)C.C(OCC)(=O)C>O>[Cl:1][C:2]1[N:7]=[C:6]([NH:10][C:11]2[C:16]([CH3:17])=[CH:15][C:14](/[CH:18]=[CH:19]/[C:20]#[N:21])=[CH:13][C:12]=2[CH3:22])[CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 775312,4-DichloropyrimidineHCID 68291229(2E)-3-(4-Amino-3,5-dimethylphenyl)prop-2-enenitrile--hydrogen chloride (1/1)

生成物 1

HCID 72721606HCID 72721606、化合物収率 68.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
145 °C

実験手順

To a mixture of 2,4-dichloropyrimidine (25 gm) and (E)-3-(4-amino-3,5-dimethylphenyl)acrylonitrile hydrochloride (28 gm) was added triethylamine (300 ml) under stirring. The mixture was then heated to 140 to 150° C. and stirred for 55 to 60 hours. The solution was then cooled to room temperature and the solvent was distilled off under reduced pressure to provide a residual solid. To the residual solid was added ethyl acetate (1500 ml) and water (1000 ml). The reaction mass was stirred for 30 minutes at room temperature and then the layers were separated. The organic layer was dried with sodium sulfate and then concentrates to provide 26 gm of (E)-3-(4-(2-chloropyrimidin-4-ylamino)-3,5-dimethylphenyl)acrylonitrile.

後処理

  1. stirringstirred for 55 to 60 hours
  2. temperatureThe solution was then cooled to room temperature
  3. distillationthe solvent was distilled off under reduced pressure
  4. customto provide a residual solid
  5. stirringThe reaction mass was stirred for 30 minutes at room temperature
  6. customthe layers were separated
  7. dry with materialThe organic layer was dried with sodium sulfate

出典と根拠

ORDレコード
ord-aad435d649504e218b71ae9b7bbea484
出典データセット
uspto-grants-2015_09
特許番号
US09139535B2

反応ノート

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