ChemicalBook CAS DataBase List 3-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE

3-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE synthesis

8synthesis methods

Product Name:3-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE
CAS Number:1840-19-3
Molecular formula:C8H4F3NS
Molecular Weight:203.18

98-16-8
383 suppliers
$9.00/5g

16420-13-6
282 suppliers
$5.00/5g

3-(TRIFLUOROMETHYL)PHENYL ISOTHIOCYANATE

1840-19-3
94 suppliers
$17.00/1g

Yield: 85%

Reaction Conditions:

in toluene for 5 h;Reflux;

Steps:

2.4.1 The preparation of aromatic isothiocyanate
Taking the synthesis of 18 3-(trifluoromethyl)phenyl 1-isothiocyanate as an example, 19 3-(trifluoromethyl)aniline (2.38g, 14.77mmol, 1 eqv) and 20 dimethylamino thiocarbonyl chloride (1.92g, 15.50mmol, 1.05 eqv) were added in dry 21 toluene (20mL) at room temperature, and then the reaction mixture was refluxed for 5h. After the reaction mixture was cooled down to room temperature, the solid dimethylamine hydrochloride was filtered off, and the collected toluene fraction was removed under reduced pressure. Colorless oil (2.55g, 85%) was obtained and used in the next step without additional purification. The other aromatic isothiocyanates were synthesized in the same way.

References:

Yang, Zhikun;Wang, Jine;Tian, Hao;He, Yan;Duan, Hongxia;Duan, Liusheng;Tan, Weiming [Bioorganic and Medicinal Chemistry,2019,vol. 27,# 20,art. no. 114969]