1-(2,4-Dihydroxy-3-methylphenyl)ethan-1-one → 6-(3-((4-Acetyl-3-hydroxy-2-methylphenoxy)methyl)phenylthio) nicotinonitrile

HRID 2267067Notes

Reaction equation

HRID 2267067 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([S:9][C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][N:11]=2)[CH:6]=[CH:7][CH:8]=1.[OH:18][C:19]1[C:24]([CH3:25])=[C:23](O)[CH:22]=[CH:21][C:20]=1[C:27](=[O:29])[CH3:28]>>[C:27]([C:20]1[CH:21]=[CH:22][C:23]([O:1][CH2:2][C:3]2[CH:4]=[C:5]([S:9][C:10]3[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][N:11]=3)[CH:6]=[CH:7][CH:8]=2)=[C:24]([CH3:25])[C:19]=1[OH:18])(=[O:29])[CH3:28]

Participants

3

Reactant 2

HCID 5921391-(2,4-Dihydroxy-3-methylphenyl)ethan-1-oneHCID 685330886-(3-(Hydroxymethyl)phenylthio)nicotinonitrile

Product 1

HCID 866198496-(3-((4-Acetyl-3-hydroxy-2-methylphenoxy)methyl)phenylthio) nicotinonitrileYield 127.6%

Procedure

Using the method of Preparation 166 using 6-(3-(hydroxymethyl)phenylthio) nicotinonitrile (1.46 g, 6.02 mmol) and 1-(2,4-dihydroxy-3-methylphenyl)ethanone (1.00 g, 6.02 mmol) affords the title compound (3.00 g). MS (APCI-neg) m/z (rel intensity): 389 (M−H, 100%).

Sources & evidence

ORD record
ord-715ec09b881d498080ed095a37d262f8
Source dataset
uspto-grants-2010_12
Patent number
US07858646B2

Reaction notes

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