ChemicalBook CAS DataBase List 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile

5-isothiocyanato-3-(trifluoromethyl)picolinonitrile synthesis

11synthesis methods

Product Name:5-isothiocyanato-3-(trifluoromethyl)picolinonitrile
CAS Number:951753-87-0
Molecular formula:C8H2F3N3S
Molecular Weight:229.18

573762-62-6 Synthesis

5-Amino-3-(trifluoromethyl)picolinonitrile

573762-62-6
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463-71-8
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$29.89/5g

5-isothiocyanato-3-(trifluoromethyl)picolinonitrile

951753-87-0
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Yield:951753-87-0 100%

Reaction Conditions:

in chloroform;N,N-dimethyl acetamide;water at 20; for 0.333333 h;

Steps:

7.A A. 5-isothiocyanato-3-(trifluoromethyl)picolinonitrile, 7b
To a solution of 5-amino-3-(trifluoromethyl)picolinonitrile (14.97 g, 80 mmol) inchloroform (150 mL) was added water (90 mL) and the mixture was stirred vigorously.DMA (10 mL) and thiophosgene (12.2 mL, 160 mmol) were then added dropwise. After20 mm, the layers were separated, the organic layer was dried over MgSO4, filtered andconcentrated to give 5-i sothiocyanato-3 -(trifluoromethyl)picolinonitrile (18.335 g, 100%) used directly into the next step.

References:

JANSSEN PHARMACEUTICA NV;BIGNAN, Gilles;CONNOLLY, Peter J.;HICKSON, Ian;MEERPOEL, Lieven;PANDE, Vineet;ZHANG, Zhuming;BRANCH, Jonathan;ROCABOY, Christian;TRABALON ESCOLAR, Luis B. WO2017/123542, 2017, A1 Location in patent:Page/Page column 224

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