ChemicalBook CAS DataBase List 3-FLUOROPHENYL ISOTHIOCYANATE

3-FLUOROPHENYL ISOTHIOCYANATE synthesis

6synthesis methods

Product Name:3-FLUOROPHENYL ISOTHIOCYANATE
CAS Number:404-72-8
Molecular formula:C7H4FNS
Molecular Weight:153.18

3125-73-3
89 suppliers
$21.60/1g

404-72-8
146 suppliers
$26.00/10 g

Yield: 63%

Reaction Conditions:

with phenyllithium;N-fluorobis(benzenesulfon)imide in diethyl ether at -40;Flow reactor;

Steps:

7. Integrated flow synthesis of compound 6a and 6b
General procedure: A microfluidic system consisting of two T-shaped micromixers (M1 and M2), two tube reactors (R1 and R2) andthree tube pre-temperature-retaining units (for P1, P2 and P3, 1 mm of inner diameter () and 100 cm of length(L)) were used. The microfluidic system was immersed in a temperature control bath at -40 . A solution of 4-iodophenyl isothiocyanate (0.10 M in THF, flow rate: 6.0 mL/min) and a solution of phenyllithium (0.44 M indiethyl ether, flow rate: 1.5 mL/min) were introduced to M1 (: 300 μm) by syringe pumps. The resulting solutionflowed through R1 ( = 250 μm, L= 3.5 cm) and was mixed in M2 ( = 500 μm) with a solution of Nfluorobenzenesulfonimide(0.22 M, flow rate: 3.0 mL/min) and resulting solution flowed through R2 ( = 1000μm, L= 50 cm). After a steady state was reached, the product solution was collected for 30 s while being quenchedwith saturated aqueous NH4Cl solution (2 mL). The resulting mixture was extracted with diethyl ether (5 mL x 3),and washed with brine (5 mL). The organic phase was dried over sodium sulfate. The organic layer wasconcentrated on a rotary evaporator under reduced pressure. The crude product was purified by columnchromatography to give the desired product. The isolated compound 2f is used for synthesis of compound 6a and6b by each method.

References:

Lee, Hyune-Jea;Torii, Daiki;Jeon, Yongju;Yoshida, Jun-Ichi;Kim, Heejin [Synlett,2020,vol. 31,# 19,p. 1899 - 1902] Location in patent:supporting information

3125-73-3
89 suppliers
$21.60/1g