2',4'-Dihydroxy-3'-propylacetophenone → 5-(3-((4-Acetyl-3-hydroxy-2-propylphenoxy)methyl)phenylthio) picolinonitrile

HRID 2267064Notes

Reaction equation

HRID 2267064 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([S:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]#[N:17])=[N:14][CH:15]=2)[CH:6]=[CH:7][CH:8]=1.[OH:18][C:19]1[C:24]([CH2:25][CH2:26][CH3:27])=[C:23](O)[CH:22]=[CH:21][C:20]=1[C:29](=[O:31])[CH3:30]>>[C:29]([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:11]=[CH:12][C:13]([C:16]#[N:17])=[N:14][CH:15]=3)[CH:6]=[CH:7][CH:8]=2)=[C:24]([CH2:25][CH2:26][CH3:27])[C:19]=1[OH:18])(=[O:31])[CH3:30]

Participants

3

Reactant 2

HCID 27751982',4'-Dihydroxy-3'-propylacetophenoneHCID 685352885-(3-(Hydroxymethyl)phenylthio)picolinonitrile

Product 1

HCID 685358095-(3-((4-Acetyl-3-hydroxy-2-propylphenoxy)methyl)phenylthio) picolinonitrileYield 43%

Procedure

Using the method of Preparation 166 using 5-(3-(hydroxymethyl)phenylthio) picolinonitrile (1.70 g, 7.02 mmol) and 1-(2,4-dihydroxy-3-propylphenyl)ethanone (1.36 g, 7.02 mmol) affords the title compound (1.25 g, 43%). MS (APCI-neg) m/z (rel intensity): 417 (M−H, 100%).

Sources & evidence

ORD record
ord-add8b0fe4e9040009bf159016f536248
Source dataset
uspto-grants-2010_12
Patent number
US07858646B2

Reaction notes

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