Water → HCID 24823893, compound

HRID 2115827Notes

Reaction equation

HRID 2115827 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=[CH:5]2.[Cl:15][C:16]1[CH:21]=[C:20](Cl)[CH:19]=[CH:18][N:17]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CS(C)=O>[Cl:15][C:16]1[CH:21]=[C:20]([O:1][C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][CH:11]=2)[C:8]([C:12]([OH:14])=[O:13])=[CH:7][CH:6]=[CH:5]3)[CH:19]=[CH:18][N:17]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 335152,4-DichloropyridineHCID 54638006-Hydroxy-1-naphthoic acid

Product 1

HCID 24823893HCID 24823893, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
90 °C

Procedure

6-Hydroxynaphtoic acid (10.0 g, 53.1 mmol), 2,4-dichloropyridine (9.44 g, 63.8 mmol) and cesium carbonate (51.9 g, 159 mmol) were combined in DMSO (266 mL) and the reaction mixture was heated at 90° C. for 16 h. After cooling to RT, water was added and the aqueous layer was acidified to pH=4-5. The title compound was isolated by filtration and dried under vacuum.

Workup

  1. temperatureAfter cooling to RT

Sources & evidence

ORD record
ord-4a97e2ddf59641119e4089239d894f1a
Source dataset
uspto-grants-2008_10
Patent number
US07435823B2

Reaction notes

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