3-(Trifluoromethyl)aniline → HCID 2996663, compound

HRID 2190426Notes

Reaction equation

HRID 2190426 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[CH:12][CH:13]=1)[C:8]([OH:10])=O)(=[O:3])[CH3:2].[F:14][C:15]([F:24])([F:23])[C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19].C(N(C(C)C)C(C)C)C>S(Cl)(Cl)=O>[C:1]([O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:7]([C:8]([NH:19][C:18]2[CH:20]=[CH:21][CH:22]=[C:16]([C:15]([F:14])([F:23])[F:24])[CH:17]=2)=[O:10])[CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 73753-(Trifluoromethyl)anilineHCID 81531DiisopropylethylamineHCID 2386693-Acetoxybenzoic acid

Product 1

HCID 2996663HCID 2996663, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

Using 3-(acetyloxy)benzoic acid (9.01 g, 50.0 mmol), thionyl chloride (10 mL), 3-(trifluoromethyl)aniline (12.1 g, 75.0 mmol) and N-ethyl-N-isopropylpropane-2-amine (12.9 g, 100 mmol), and in the same manner as in Example A25(i), the title compound (16.2 g, quantitatively) was obtained as a colorless oil.

Sources & evidence

ORD record
ord-5e8c3f0aafc0451595c0d0c3f866c09c
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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