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

HRID 2267069Notes

Reaction equation

HRID 2267069 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([S:9][C:10]2[CH:11]=[C:12]([CH:15]=[CH:16][N:17]=2)[C:13]#[N:14])[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]=[C:12]([CH:15]=[CH:16][N:17]=3)[C:13]#[N:14])[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 573554602-{[3-(Hydroxymethyl)phenyl]sulfanyl}pyridine-4-carbonitrile

Product 1

HCID 685356592-(3-((4-Acetyl-3-hydroxy-2-propylphenoxy)methyl)phenylthio) isonicotinonitrileYield 81.2%

Procedure

Using the method of Preparation 166 using 2-(3-(hydroxymethyl)phenylthio) isonicotinonitrile (1.25 g, 5.15 mmol) and 1-(2,4-dihydroxy-3-propylphenyl)ethanone (1.00 g, 5.15 mmol) affords the title compound (1.75 g, 81%). MS (APCI-neg) m/z (rel intensity): 417 (M−H, 100%).

Sources & evidence

ORD record
ord-b9e7d9d3205d4e9d9b5668444078131f
Source dataset
uspto-grants-2010_12
Patent number
US07858646B2

Reaction notes

Loading…