Benzoyl chloride → 3,3-Dimethylcyclohexylthiourea

59 g (0.42 mol) of benzoyl chloride were added dropwise over the course of 10 minutes to a solution of 33 g (0.44 mol) of ammonium thiocyanate in 100 ml of absolute acetone. The mixture was refluxed for 10 minutes and then 50.8 g (0.40 mol) of 3,3-dimethylcyclohexylamine were added dropwise, and the mixture was refluxed for a further 20 minutes and then stirred into 500 ml of ice-water. The precipitated solid was filtered off with suction, washed with water, dissolved in a hot mixture of 500 ml of 10% strength sodium hydroxide solution and 125 ml of ethanol and refluxed for 30 minutes. The reaction mixture was then diluted with ice-water, and the pH was initially adjusted 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.

1. temperatureThe mixture was refluxed for 10 minutes
2. temperaturethe mixture was refluxed for a further 20 minutes
3. filtrationThe precipitated solid was filtered off with suction
4. washwashed with water
5. dissolutiondissolved in a hot mixture of 500 ml of 10% strength sodium hydroxide solution and 125 ml of ethanol
6. temperaturerefluxed for 30 minutes
7. additionThe reaction mixture was then diluted with ice-water
8. filtrationThe resulting precipitate was filtered off with suction
9. washwashed with water
10. customdried at 80° C. under reduced pressure

ORDレコード

ord-f3c48c143b2340d1b98ea10ccaec69eb

出典データセット

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05242948