Water → Benzonitrile, 2-(4-(methylthio)phenoxy)-5-nitro-

HRID 1155736

반응식

HRID 1155736 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[OH-].[Na+].Cl[C:13]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:14]=1[C:15]#[N:16].O>CS(C)=O>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:13]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:14]=2[C:15]#[N:16])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 140864-(Methylthio)phenolHCID 14798Sodium Hydroxide2회HCID 855042-Chloro-5-nitrobenzonitrile

생성물 1

HCID 514855Benzonitrile, 2-(4-(methylthio)phenoxy)-5-nitro-수율 97.1%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

To a solution of 11.55 g (0.0824 moles) of 4-(methylthio)phenol dissolved in 150 ml of DMSO was added 3.3 g (0.0824 moles) of NaOH. The slurry was heated to 60° C. and 13.7 g (0.0730 moles) of 2-chloro-5-nitrobenzonitrile was added and the mixture heated at 75° C. for 21/2 hrs. The mixture was cooled and poured into a solution of 200 ml of 5 N aqueous NaOH and 500 ml of water. The product was collected by filtration, washed well with water and dried, to obtain 20.3 g of product (94.6% yield). Recrystallization from methanol afforded purified 2-(4-(methylthio)phenoxy)-5-nitrobenzonitrile, mp 124°-126° C.

후처리

  1. temperaturethe mixture heated at 75° C. for 21/2 hrs
  2. temperatureThe mixture was cooled
  3. filtrationThe product was collected by filtration
  4. washwashed well with water
  5. customdried

출처 및 근거

ORD 기록
ord-f2bdbc3fb4bf45c29fee3a8eb5647528
출처 데이터셋
uspto-grants-1982_06
특허 번호
US04332820

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