6-Chloro-3-pyridinecarbonitrile → 6-(3-(Hydroxymethyl)phenylthio)nicotinonitrile

HRID 2267054Notes

Reaction equation

HRID 2267054 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]([CH2:8][OH:9])[CH:5]=[CH:6][CH:7]=1.Cl[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][N:12]=1>>[OH:9][CH2:8][C:4]1[CH:3]=[C:2]([S:1][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][N:12]=2)[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 51520946-Chloro-3-pyridinecarbonitrileHCID 12813879(3-Sulfanylphenyl)methanol

Product 1

HCID 685330886-(3-(Hydroxymethyl)phenylthio)nicotinonitrileYield 76%

Procedure

Using the method of Preparation 155 using (3-mercaptophenyl)methanol (10.0 g, 71.3 mmol) and 6-chloronicotinonitrile (19.8 g, 142.7 mmol) affords the title compound (13.1 g, 76%): 243 (M+H, 100%).

Sources & evidence

ORD record
ord-efa98e6e2c3d429c953ae83cb236e891
Source dataset
uspto-grants-2010_12
Patent number
US07858646B2

Reaction notes

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