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

HRID 20248

反応式

HRID 20248 の反応式
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

参加物

5

反応物 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 810792-Chloronicotinonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cbcd9c92fadd44968fde6c4bac74bf3e
出典データセット
uspto-grants-2010_06
特許番号
US07745631B2

関連ノート

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