2,3-Dichlorophenyl Isothiocyanate → 1-(2,3-Dichlorophenyl)-3-(2-trifluoromethyl-pyridin-3-ylmethyl)thiourea

HRID 645649Notes

Reaction equation

HRID 645649 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[S:11].[F:12][C:13]([F:23])([F:22])[C:14]1[N:21]=[CH:20][CH:19]=[CH:18][C:15]=1[C:16]#[N:17]>>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:17][CH2:16][C:15]1[C:14]([C:13]([F:23])([F:12])[F:22])=[N:21][CH:20]=[CH:19][CH:18]=1)=[S:11]

Participants

3

Reactant 2

HCID 27962812,3-Dichlorophenyl IsothiocyanateHCID 269863872-(Trifluoromethyl)pyridine-3-carbonitrile

Product 1

HCID 866035341-(2,3-Dichlorophenyl)-3-(2-trifluoromethyl-pyridin-3-ylmethyl)thioureaYield 95%

Procedure

Prepared in 95% yield from 2,3-dichlorophenylisothiocyanate and the product of Example 203A according to the procedure described for Example 153B. MS (ESI+) m/z 379.9 (M+H)+; 1H NMR (CDCl3) δ 5.11 (d, J=5.4 Hz, 2H), 6.38 (br s, 1H), 7.15-7.28 (m, 1H), 7.29 (d, J=7.8 Hz, 1H), 7.34-7.38 (m, 1H), 7.44 (d, J=7.8, 1.7 Hz, 1H), 7.51 (dd, J=5.1, 4.7 Hz, 1H), 7.65 (br s, 1H), 8.18 (d, J=7.5 Hz, 1H), 8.63 (d, J=4.7 Hz, 1H).

Sources & evidence

ORD record
ord-9e78d19765794722b3a53224bd2b1658
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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