Anthranilamide → HCID 11345158, compound

HRID 1395803Notes

Reaction equation

HRID 1395803 reaction equation
[OH-].[Na+].[NH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7].[CH2:13](Cl)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[CH2:13]([NH:3][C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([NH2:8])=[O:7])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 6942AnthranilamideHCID 7503Benzyl ChlorideHCID 14798Sodium Hydroxide

Product 1

HCID 11345158HCID 11345158, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a hot solution of 20 g NaOH in 1250 ml water was added 68 g 2-aminobenzamide followed by 58 ml benzyl chloride. The mixture was refluxed 20 minutes, cooled and the solid filtered and washed with water. The product was recrystallized from 95% alcohol to give 62 g, m.169-73.

Workup

  1. temperatureThe mixture was refluxed 20 minutes
  2. temperaturecooled
  3. filtrationthe solid filtered
  4. washwashed with water
  5. customThe product was recrystallized from 95% alcohol
  6. customto give 62 g, m.169-73

Sources & evidence

ORD record
ord-598f4ebf0c6a49d896c5d0620355793b
Source dataset
uspto-grants-1980_05
Patent number
US04205173

Reaction notes

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