Hydrochloric Acid → HCID 54685924, compound

HRID 1734008Notes

Reaction equation

HRID 1734008 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]([C:13]2[CH:14]=[N:15][O:16][C:17]=2[CH3:18])=[O:12])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>C(O)C.O>[F:1][C:2]([F:19])([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:12])/[C:13](/[C:14]#[N:15])=[C:17](\[OH:16])/[CH3:18])=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19439753HCID 19439753, compound

Product 1

HCID 54685924HCID 54685924, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

0.1 mol (28.6 g) of N-(4-trifluoromethoxyphenyl)-5-methylisoxazole-4-carboxamide is dissolved in 100 ml of ethanol and a solution of 0.11 mol (4.4 g) of sodium hydroxide solution in 100 ml of water is added at 20° C. The mixture is stirred for 30 minutes and acidified with concentrated hydrochloric acid after diluting with water. The precipitated crystal magma is filtered off with suction, washed with water and dried in the air. 27.7 g (9.1% of theory) of N-(4-trifluoromethoxyphenyl)-2-cyano-3-hydroxycrotonamide of melting point 171°-176° C. (from ethanol) are thus obtained.

Workup

  1. filtrationThe precipitated crystal magma is filtered off with suction
  2. washwashed with water
  3. customdried in the air

Sources & evidence

ORD record
ord-a2cbfb01fea0414daab99f5a654d162e
Source dataset
uspto-grants-1996_07
Patent number
US05532259

Reaction notes

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