Aniline → HCID 66664491, compound

HRID 221308Notes

Reaction equation

HRID 221308 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.O.[NH2:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[C:13]=1[C:14]([OH:16])=O>C1COCC1>[NH2:11][C:12]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[C:13]=1[C:14]([NH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:16]

Participants

4

Reactant 2

HCID 6115AnilineHCID 447848052-Amino-6-(trifluoromethyl)benzoic acid, trihydrate

Product 1

HCID 66664491HCID 66664491, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-amino-N-phenyl-6-trifluoromethyl-benzamide was prepared by addition of aniline (1.0 eq.) to a suspension of 2-amino-6-(trifluoromethyl)-benzoic acid trihydrate (1.0 g, 4.0 mmol, 1.3 eq.) and polystyrene-carbodiimide (3.6 g, 1.1-1.7 eq.) in THF (40 mL). The reaction was stirred at ambient temperature for 18 hours, then filtered. The filtrate was concentrated in vacuo and purified by flash chromatography to provide 2-amino-N-phenyl-6-trifluoromethyl-benzamide as a yellow solid.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. custompurified by flash chromatography

Sources & evidence

ORD record
ord-087b7a4e147b42bbb4cdf0e8cc66e996
Source dataset
uspto-grants-2012_06
Patent number
US08207153B2

Reaction notes

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