Benzoyl chloride → Cyclohexylthiourea

HRID 5032

反応式

HRID 5032 の反応式
C(Cl)(=O)C1C=CC=CC=1.[S-:10][C:11]#[N:12].[NH4+].[CH:14]1([NH2:20])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CC(C)=O>[CH:14]1([NH:20][C:11]([NH2:12])=[S:10])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 7965CyclohexylamineHCID 15666Ammonium thiocyanate

生成物 1

HCID 1471603Cyclohexylthiourea

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

295.5 g (2.1 mol) of benzoyl chloride were added dropwise over the course of 10 minutes to a solution of 165.0 g (2.2 mol) of ammonium thiocyanate in 500 ml of absolute acetone. After refluxing for 10 minutes, 198.9 g (2.0 mol) of cyclohexylamine were added dropwise, and the mixture was refluxed for a further 20 minutes. It was then stirred into 4 1 of ice-water, and the water was decanted off the oily product. The residue was dissolved in a hot mixture of 2 1 of 10% strength sodium hydroxide solution and 500 ml of ethanol and refluxed for 30 minutes. The reaction mixture was then diluted with ice-water, and the pH was adjusted initially to 1 with concentrated hydrochloric acid and then to 9 with solid sodium bicarbonate. The resulting precipitate was filtered off with suction, washed with water and dried at 80° C. under reduced pressure.

後処理

  1. temperatureAfter refluxing for 10 minutes
  2. temperaturethe mixture was refluxed for a further 20 minutes
  3. customthe water was decanted off the oily product
  4. dissolutionThe residue was dissolved in a hot mixture of 2 1 of 10% strength sodium hydroxide solution and 500 ml of ethanol
  5. temperaturerefluxed for 30 minutes
  6. additionThe reaction mixture was then diluted with ice-water
  7. filtrationThe resulting precipitate was filtered off with suction
  8. washwashed with water
  9. customdried at 80° C. under reduced pressure

出典と根拠

ORDレコード
ord-af00d71710294ebab64f63f60bd2b0e6
出典データセット
uspto-grants-1993_09
特許番号
US05242948

関連ノート

読み込み中…