Sodium Chloride → HCID 14500552, compound

HRID 1762862Notes

Reaction equation

HRID 1762862 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 in chloroform. Material which was insoluable in both the organic and water phases were 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 in chloroform
  4. filtrationwere recovered by filtration
  5. customcrystallized from methanol

Sources & evidence

ORD record
ord-2c9e50a1a25f4586ac77ca6e10746743
Source dataset
uspto-grants-1989_05
Patent number
US04835181

Reaction notes

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