2-Chloroacrylonitrile → 4-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole

HRID 651236노트

반응식

HRID 651236 반응식
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1[CH2:4][N:5]=[N+:6]=[N-:7].Cl[C:14](=[CH2:17])[C:15]#[N:16]>O>[C:15]([C:14]1[N:7]=[N:6][N:5]([CH2:4][C:3]2[C:2]([F:1])=[CH:11][CH:10]=[CH:9][C:8]=2[F:12])[CH:17]=1)#[N:16]

참가 물질

4

반응물 2

HCID 701982-ChloroacrylonitrileHCID 108883232-(Azidomethyl)-1,3-difluorobenzene

생성물 1

HCID 110422394-Cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

A mixture of 2.6-difluorobenzyl azide (34.2 g), 2-chloroacrylonitrile (17.73 g) and water (125 ml) is stirred at about 80° C. for 24 hours. Excess 2-chloroacrylonitrile is distilled off by raising the external temperature to about 130° C. The semi-solid mixture is cooled to about 40° C. and the suspension is treated with cyclohexane (50 ml), brought to about 20° C. and stirred for about 2 hours. The product is isolated by filtration, washed with cyclohexane (75 ml) and then with water (50 ml). The moist product is mixed with water (100 ml), the suspension is filtered and the product is washed with water (50 ml) and dried in vacuo at about 60° C. Yield: 38.04 g=86%.

후처리

  1. distillationExcess 2-chloroacrylonitrile is distilled off
  2. temperatureby raising the external temperature to about 130° C
  3. temperatureThe semi-solid mixture is cooled to about 40° C.
  4. additionthe suspension is treated with cyclohexane (50 ml)
  5. custombrought to about 20° C.
  6. stirringstirred for about 2 hours
  7. customThe product is isolated by filtration
  8. washwashed with cyclohexane (75 ml)
  9. additionThe moist product is mixed with water (100 ml)
  10. filtrationthe suspension is filtered
  11. washthe product is washed with water (50 ml)
  12. customdried in vacuo at about 60° C

출처 및 근거

ORD 기록
ord-66074350972d4efa86560cd93bd90c15
출처 데이터셋
uspto-grants-2001_08
특허 번호
US06277999B1

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