Aniline → 2-Amino-N-phenylbenzamide

HRID 1439602Notes

Reaction equation

HRID 1439602 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[NH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]([NH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:4]

Participants

4

Reactant 2

HCID 6115AnilineHCID 8359Isatoic Anhydride

Product 1

HCID 781422-Amino-N-phenylbenzamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Isatoic anhydride (130 g) and aniline (700 ml) were heated to 140°, cooled, poured into 20 liters of water and filtered. The solid was extracted with 4 liters of 1.25N HCl and filtered. The filtrate was washed with ether, made alkaline with 2.5N NaOH and filtered. The solid was treated with ether and water to give 120 g product.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. extractionThe solid was extracted with 4 liters of 1.25N HCl
  4. filtrationfiltered
  5. washThe filtrate was washed with ether
  6. filtrationfiltered
  7. additionThe solid was treated with ether and water

Sources & evidence

ORD record
ord-e607991595a84824b63027aaf74a323b
Source dataset
uspto-grants-1977_11
Patent number
US04060526

Reaction notes

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