Potassium Hydroxide → HCID 22903571, compound

HRID 1488966Notes

Reaction equation

HRID 1488966 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[C:4](Cl)[CH:3]=1.[OH:16][C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1.[OH-].[K+]>CS(C)=O>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][C:5]([C:11]([F:14])([F:13])[F:12])=[C:4]([N:20]2[CH:21]=[CH:22][C:17](=[O:16])[CH:18]=[CH:19]2)[CH:3]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 27738135-Chloro-2-nitro-4-(trifluoromethyl)anilineHCID 178418642HCID 178418642, compound

Product 1

HCID 22903571HCID 22903571, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
70 °C

Procedure

First, a mixture containing 2.40 g of 4-amino-2-chloro-5-nitrobenzotrifluoride, 2.0 g of 4-hydroxypyridine, 684 mg of 86% potassium hydroxide, 15 ml of dimethylsulfoxide was heated in an oil bath at 70° C. for 2 hours. The mixture was cooled and ice water was added to the mixture. Precipitated crude crystals were filtered and recrystallized with methanol/ethyl acetate to give 2.69 g of crystals of 4-amino-5-nitro-2-(4-oxo-4H-pyridin-1-yl)-benzotrifluoride.

Workup

  1. temperatureThe mixture was cooled
  2. customPrecipitated crude crystals
  3. filtrationwere filtered
  4. customrecrystallized with methanol/ethyl acetate

Sources & evidence

ORD record
ord-f769c83959f647219f3536d8f62601b1
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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