Benzyl mercaptan → 3-Pyridinecarbonitrile, 2-[(phenylmethyl)thio]-

HRID 20248

반응식

HRID 20248 반응식
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:16]([SH:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[C:17]1([CH2:16][S:23][C:2]2[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 810792-Chloronicotinonitrile

생성물 1

HCID 5012383-Pyridinecarbonitrile, 2-[(phenylmethyl)thio]-

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
120 °C

실험 절차

85 g of 2-chloro-3-cyanopyridine, 98.2 g potassium carbonate anhydrous powder and 600 g of dimethyl formamide were mixed to obtain a suspension. To this suspension, a solution of 79.2 g benzyl mercaptan in 250 ml dimethyl formamide was added dropwise over a period of approx. 3 hours at 80-90° C. The reaction mass was agitated for 2 hours at the same temperature. The temperature was slowly raised to 120° C. Then, the reaction mixture was reacted at 120-130° C. for about 1.5 hours. Afterwards, heating was stopped and reaction mass was allowed to attain the room temperature. Inorganic cake was separated by filtration. Dimethyl formamide was distilled under reduced pressure, and the residue left at bottom was 2-(phenyl methyl thio)-3-cyano pyridine 150 g, sufficiently pure to be used in the next step.

후처리

  1. customto obtain a suspension
  2. customThen, the reaction mixture was reacted at 120-130° C. for about 1.5 hours
  3. temperatureAfterwards, heating
  4. customreaction mass
  5. customthe room temperature
  6. customInorganic cake was separated by filtration
  7. distillationDimethyl formamide was distilled under reduced pressure
  8. waitthe residue left

출처 및 근거

ORD 기록
ord-cbcd9c92fadd44968fde6c4bac74bf3e
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745631B2

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