3-Cyanophenol → 5-Chloro-2-(3-cyanophenoxy)nicotinic acid

HRID 1293187Notes

Reaction equation

HRID 1293187 reaction equation
Cl[C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=1)[C:16]#[N:17]>>[Cl:11][C:8]1[CH:9]=[N:10][C:2]([O:12][C:13]2[CH:20]=[CH:19][CH:18]=[C:15]([C:16]#[N:17])[CH:14]=2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

3

Reactant 2

HCID 133943-CyanophenolHCID 27360852,5-Dichloropyridine-3-carboxylic acid

Product 1

HCID 575722665-Chloro-2-(3-cyanophenoxy)nicotinic acid

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 46 from 2,5-dichloronicotinic acid (Syn. Commun. 1989, 19, 553–9) and 3-hydroxybenzonitrile: 1H-NMR (CDCl3) δ 8.40–8.33 (2H, m), 7.74–7.52 (4H, m), a peak of COOH was not observed; MS (ESI) m/z 229 (M−COOH)−.

Sources & evidence

ORD record
ord-df20e1430ce7445e8a83733ed31992d7
Source dataset
uspto-grants-2007_07
Patent number
US07238714B2

Reaction notes

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