1-Isothiocyanato-3-(trifluoromethyl)benzene → HCID 86607791, compound

HRID 2220867Notes

Reaction equation

HRID 2220867 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([N:9]=[C:10]=[S:11])[CH:6]=[CH:7][CH:8]=1.[NH2:14][CH2:15][C:16]1[C:21]([CH3:22])=[CH:20][CH:19]=[CH:18][C:17]=1[NH2:23]>C(OCC)(=O)C>[NH2:23][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([CH3:22])[C:16]=1[CH2:15][NH:14][C:10]([NH:9][C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:1])[F:13])[CH:4]=1)=[S:11]

Participants

4

Reactant 2

HCID 1372321-Isothiocyanato-3-(trifluoromethyl)benzeneHCID 53875043HCID 53875043, compound

Product 1

HCID 86607791HCID 86607791, compoundYield 13.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Conditions

Temperature
80 °C

Procedure

3-(Trifluoromethyl)phenyl isothiocyanate (224 mg, 1.10 mmol) was added to a solution of 2-aminomethyl-3-methyl-phenylamine (150 mg, 1.10 mmol) in ethyl acetate (3 ml); the reaction mixture was shaken at 80° C. overnight in a screw-cap vial. For workup, more ethyl acetate was added, the mixture was washed with water and brine, and dried (Na2SO4). After evaporation of the solvent under reduced pressure, the title compound (50 mg, 13%) was obtained by purification of the residue (silica gel, heptan/ethyl acetate=100:0-80:20).

Workup

  1. washthe mixture was washed with water and brine
  2. dry with materialdried (Na2SO4)
  3. customAfter evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-a3061a3c476f4be484a462bdff8048c7
Source dataset
uspto-grants-2008_05
Patent number
US07368454B2

Reaction notes

Loading…