Chloroform → 4-(Trifluoromethyl)phenyl isothiocyanate

HRID 896627Notes

Reaction equation

HRID 896627 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:12](Cl)(Cl)=[S:13].C(=O)([O-])O.[Na+].C(Cl)(Cl)Cl>O>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:9]=[CH:8][C:6]([N:7]=[C:12]=[S:13])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 99644-(Trifluoromethyl)anilineHCID 10040ThiophosgeneHCID 516892Sodium Bicarbonate

Product 1

HCID 1371344-(Trifluoromethyl)phenyl isothiocyanate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-(Trifluoromethyl)aniline (1.34 g), thiophosgen (0.73 ml), sodium hydrogen carbonate (5.1 g), chloroform (70 ml) and water (140 ml) were treated by the method disclosed in the literature (Burke, T. R., Jr.; Bajwa, B. S.; Jacobson, A. E.; Rice, K. C.; Streaty, R. A.; Klee, W. A. J. Med. Chem., 1984, 27, 1570-1574) to give the title compound (1.62 g).

Sources & evidence

ORD record
ord-7eb693b918364e2e8473776beb3499dd
Source dataset
uspto-grants-2005_07
Patent number
US06919361B2

Reaction notes

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