Ammonia → 2-(p-Cyanophenyl)-5'-pentyl-5,2'-bipyrimidinyl

HRID 64588ノート

反応式

HRID 64588 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[N:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:16][N:15]=3)=[CH:10][N:9]=2)=[CH:4][CH:3]=1.[CH3:25][N:26]1CCCC1=O.N>C1(C)C=CC=CC=1>[C:25]([C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([C:14]3[N:19]=[CH:18][C:17]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:16][N:15]=3)=[CH:10][N:9]=2)=[CH:4][CH:3]=1)#[N:26]

参加物

5

反応物 3

HCID 222AmmoniaHCID 13387N-methyl-2-pyrrolidoneHCID 135875282-(p-Bromophenyl)-5'-pentyl-5,2'-bipyrimidinyl

生成物 1

HCID 135875292-(p-Cyanophenyl)-5'-pentyl-5,2'-bipyrimidinyl

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
40 °C

実験手順

A mixture of 2-(p-bromophenyl)-5'-pentyl-5,2'-bipyrimidinyl (5.0 g, 0.013 mol), N-methyl-2-pyrrolidone (100 mL) and cuprous cyanide (1.16 g, 0.013 mol) was heated under reflux for 5 hours, followed by cooling the reaction mixture down to 40° C., adding toluene (500 ml) and 28% aqueous ammonia (100 ml), separating the resulting layers, washing the toluene layer with water till the washing water became neutral, drying the toluene layer over anhydrous sodium sulfate, distilling off toluene, and three times recrystallizing the residual solids from toluene to obtain 2-(p-cyanophenyl)-5'-pentyl-5,2'-bipyrimidinyl (2.1 g, 0.006 mol).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. customseparating the resulting layers
  4. washwashing the toluene layer with water till the washing water
  5. dry with materialdrying the toluene layer over anhydrous sodium sulfate
  6. distillationdistilling off toluene, and three times
  7. customrecrystallizing the residual solids from toluene

出典と根拠

ORDレコード
ord-90e105e3aaa24b80a2491e24929b2b56
出典データセット
uspto-grants-1986_09
特許番号
US04609485

反応ノート

読み込み中…