2,3-Dichlorophenyl Isothiocyanate → 1-(2,3-Dichloro-phenyl)-3-(2-fluoro-pyridin-4-ylmethyl)-thiourea

HRID 2240403Notes

Reaction equation

HRID 2240403 reaction equation
Cl.[F:2][C:3]1[CH:8]=[C:7]([CH2:9][NH2:10])[CH:6]=[CH:5][N:4]=1.[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[N:19]=[C:20]=[S:21]>>[Cl:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[NH:19][C:20]([NH:10][CH2:9][C:7]1[CH:6]=[CH:5][N:4]=[C:3]([F:2])[CH:8]=1)=[S:21]

Participants

3

Reactant 2

HCID 27962812,3-Dichlorophenyl IsothiocyanateHCID 66524242(2-Fluoropyridin-4-yl)methanamine hydrochloride

Product 1

HCID 860822871-(2,3-Dichloro-phenyl)-3-(2-fluoro-pyridin-4-ylmethyl)-thioureaYield 53%

Procedure

Prepared in 53% yield from the product of Example 143A and 2,3-dichlorophenylisothiocyanate according to the procedure described for Example 141B. MS (ESI+) m/z 329.9 (M+H)+; 1H NMR (DMSO-d6) δ 4.79 (d, J=5.8 Hz, 2H), 7.02 (br s, 1H), 7.26 (d, J=5.1 Hz, 1H), 7.39 (d, J=8.1 Hz, 1H), 7.48-7.61 (m, 2H), 8.18 (d, J=5.1 Hz, 1H), 8.43 (br s, 1H), 9.69 (br s, 1H).

Sources & evidence

ORD record
ord-bb7c9a074fa840a0b9be235f52719e25
Source dataset
uspto-grants-2010_05
Patent number
US07723367B2

Reaction notes

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