3-(Trifluoromethyl)aniline → HCID 59652739, compound

HRID 1662860Notes

Reaction equation

HRID 1662860 reaction equation
Cl.CN(C)CCCN=C=NCC.[C:13]([OH:24])(=[O:23])[C:14]1[CH:22]=[CH:21][CH:20]=[C:16]([C:17]([OH:19])=O)[CH:15]=1.[F:25][C:26]([F:35])([F:34])[C:27]1[CH:28]=[C:29]([NH2:33])[CH:30]=[CH:31][CH:32]=1>C(Cl)Cl.CN(C=O)C>[F:25][C:26]([F:34])([F:35])[C:27]1[CH:28]=[C:29]([NH:33][C:17]([C:16]2[CH:15]=[C:14]([CH:22]=[CH:21][CH:20]=2)[C:13]([OH:24])=[O:23])=[O:19])[CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 3

HCID 73753-(Trifluoromethyl)anilineHCID 8496Isophthalic AcidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Product 1

HCID 59652739HCID 59652739, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 6344DichloromethaneSolvent

Procedure

N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (1.34 g, 7 mmol) was added to a stirring solution of isophthalic acid (1.66 g, 10 mmol) and 3-(trifluoromethyl)benzenamine (0.8 g, 5 mmol) in anhydrous CH2Cl2 (10 mL) and DMF (10 mL). The mixture was stirred at room temperature under argon for 2 h. The solvent was removed under reduced pressure and recrystalized from water to afford the title compound as a white solid after washed by CHCl3 (1.5 g, 49%).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customrecrystalized from water

Sources & evidence

ORD record
ord-132137a996454b80acefa2d5eeac3d2a
Source dataset
uspto-grants-2011_10
Patent number
US08030487B2

Reaction notes

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