Water → HCID 12947398, 화합물

HRID 2052532

반응식

HRID 2052532 반응식
[C:1]([C:3]1[N:4]=[CH:5][NH:6][C:7]=1[C:8]#[N:9])#[N:2].[H-].[Na+].[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH2:16]Cl.O>CN(C)C=O>[Cl:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[Cl:21])[CH2:16][N:4]1[C:3]([C:1]#[N:2])=[C:7]([C:8]#[N:9])[N:6]=[CH:5]1

참가 물질

6

반응물 4

HCID 962WaterHCID 76093,4-Dichlorobenzyl chlorideHCID 24758Sodium hydrideHCID 707294,5-Dicyanoimidazole

생성물 1

HCID 12947398HCID 12947398, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

4,5-Dicyanoimidazole (93 g, described by Woodward, U.S. Pat. No. 2534331 (1950)) was dissolved in dry dimethylformamide (500 ml) with stirring. Sodium hydride (20 g) was added to the solution in portions at such a rate that the temperature after the addition was 90° C. When effervescence had ceased the solution was heated on a steam bath for 15 minutes and then allowed to cool to 60° C. 3,4-Dichlorobenzyl chloride (230 g, described by Beilstein & Kuhlberg, Ann., 146, 326 (1867)) was added over 30 minutes to the solution, which was heated on a steam bath for 6 hours and then at 150° C. for 10 minutes. The cooled reaction mixture was poured into water (2 liters) and a brown solid was filtered off and washed with water. The damp solid was recrystallised from ethanol (1 liter) to give 1-(3,4-dichlorobenzyl)-4,5-dicyanoimidazole, m.p. 132°-134° C., (114 g) as off-white crystals.

후처리

  1. additionafter the addition
  2. customwas 90° C
  3. temperaturewas heated on a steam bath for 15 minutes
  4. temperaturewas heated on a steam bath for 6 hours
  5. customThe cooled reaction mixture
  6. filtrationa brown solid was filtered off
  7. washwashed with water
  8. customThe damp solid was recrystallised from ethanol (1 liter)

출처 및 근거

ORD 기록
ord-35d6ab11edad4e91b4c6ae572768eda3
출처 데이터셋
uspto-grants-1980_01
특허 번호
US04185992

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