3,4-Dichloroaniline → 2(3-trifluoromethylphenoxy)N-(3,4-dichlorophenyl)nicotinamide

HRID 1679797Notes

Reaction equation

HRID 1679797 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[N:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9](Cl)=[O:10].[Cl:21][C:22]1[CH:23]=[C:24]([CH:26]=[CH:27][C:28]=1[Cl:29])[NH2:25].C(N(CC)CC)C>C1(C)C=CC=CC=1>[F:1][C:2]([F:20])([F:19])[C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[O:6][C:7]1[N:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([NH:25][C:24]1[CH:26]=[CH:27][C:28]([Cl:29])=[C:22]([Cl:21])[CH:23]=1)=[O:10]

Participants

5

Reactant 3

HCID 72573,4-DichloroanilineHCID 8471TriethylamineHCID 111624242-(3-Trifluoromethylphenoxy)nicotinoyl chloride

Product 1

HCID 128522202(3-trifluoromethylphenoxy)N-(3,4-dichlorophenyl)nicotinamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In the manner as in Example 1, 2.75 grams (0.009 mole) of 2(3-trifluoromethylphenoxy)nicotinoyl chloride, 1.5 grams (0.009 mole) 3,4-dichloroaniline, 0.9 grams (0.009 mole) triethylamine and 125 milliliters toluene were combined to yield 2.3 grams (59.8% of theoretical yield) of the desired product, a waxy solid. The structure was confirmed by mass spectrometry.

Workup

  1. customto yield

Sources & evidence

ORD record
ord-2579757cab574dd38f3afabdd24a188e
Source dataset
uspto-grants-1981_06
Patent number
US04270946

Reaction notes

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