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

HRID 64588노트

반응식

HRID 64588 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
40 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-90e105e3aaa24b80a2491e24929b2b56
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04609485

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