Potassium Hydroxide → HCID 22903585, compound

HRID 1488964Notes

Reaction equation

HRID 1488964 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:6]([N+:15]([O-:17])=[O:16])=[CH:7][C:8]=1[S:9](=[O:14])(=[O:13])[N:10]([CH3:12])[CH3:11])[NH2:5].[OH:18][C:19]1[CH:24]=[CH:23][N:22]=[CH:21][CH:20]=1.[OH-].[K+]>CS(C)=O>[CH3:11][N:10]([CH3:12])[S:9]([C:8]1[CH:7]=[C:6]([N+:15]([O-:17])=[O:16])[C:4]([NH2:5])=[CH:3][C:2]=1[N:22]1[CH:23]=[CH:24][C:19](=[O:18])[CH:20]=[CH:21]1)(=[O:14])=[O:13]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 13166640HCID 13166640, compoundHCID 178418642HCID 178418642, compound

Product 1

HCID 22903585HCID 22903585, compoundYield 46.2%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
130 °C

Procedure

First, a mixture containing 3.0 g of 3-chloro-4-dimethylsulfamoyl-6-nitroaniline, 1.39 g of 4-hydroxypyridine, 0.91 g of 86% potassium hydroxide, and 20 ml of dimethylsulfoxide was heated in an oil bath at 130° C. for 1.5 hours. The subsequent processes were conducted in the same way as in Reference Example 3 to give 1.675 g of 4-dimethylsulfamoyl-3-(4-oxo-4H-pyridin-1-yl)-6-nitroaniline.

Sources & evidence

ORD record
ord-599e9720d3534a31b84f749373341c7f
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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