Sodium Chloride → HCID 14500552, compound

HRID 2165122Notes

Reaction equation

HRID 2165122 reaction equation
[C:1]([C:3]1[CH:19]=[CH:18][C:6]([C:7]([NH:9][C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:17])=[O:8])=[CH:5][CH:4]=1)#[N:2].[OH-:20].[K+].[Cl-].[Na+]>C(O)(C)(C)C>[CH3:17][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([CH3:16])[C:10]=1[NH:9][C:7]([C:6]1[CH:5]=[CH:4][C:3]([C:1]([NH2:2])=[O:20])=[CH:19][CH:18]=1)=[O:8]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 6919193HCID 6919193, compound

Product 1

HCID 14500552HCID 14500552, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

Ten grams of 4-cyano-N-(2,6-dimethylphenyl)benzamide and 3 grams of finely powdered potassium hydroxide were slurried in t-butanol and heated at reflux for 50 minutes. The homogeneous mixture was poured into a saturated sodium chloride solution and extracted into chloroform. Material which was insoluable in both the organic and water phases was recovered by filtration, crystallized from methanol, and provided the title compound in 43% yield, m.p. 246°-248° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 50 minutes
  3. extractionextracted into chloroform
  4. filtrationwas recovered by filtration
  5. customcrystallized from methanol

Sources & evidence

ORD record
ord-ad600e1f59014e1880f0531a0045622e
Source dataset
uspto-grants-1990_07
Patent number
US04939163

Reaction notes

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