3-(Trifluoromethyl)aniline → HCID 131711880, compound

HRID 27758Notes

Reaction equation

HRID 27758 reaction equation
[CH2:1]([NH:5][C:6]1[C:7]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:8][C:9]2[C:10]([N:18]=1)=[CH:11]N=[N:13][C:14]=2OCC)[CH2:2][CH2:3][CH3:4].[F:24][C:25]([F:34])([F:33])[C:26]1C=C(C=C[CH:32]=1)N>C(N(CC)CC)C>[C:14]([C:9]1[CH:8]=[C:7]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[C:6]([NH:5][C:1]2[CH:2]=[CH:3][CH:4]=[C:26]([C:25]([F:34])([F:33])[F:24])[CH:32]=2)=[N:18][C:10]=1[CH3:11])#[N:13]

Participants

4

Reactant 2

HCID 73753-(Trifluoromethyl)anilineHCID 131711881HCID 131711881, compound

Product 1

HCID 131711880HCID 131711880, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
80 °C

Procedure

56 g of 2-chloro-5-cyano-6-methyl-3-pyridine-carboxylic acid, ethyl ester (0.25 mol) of Example 2 (b) are dissolved in 200 ml of alcohol. 30 g of triethylamine are added and the solution is heated at 80° C. with stirring. Now 34 g of 3-trifluormethylaniline are added and heating is continued for 5 hours. The solution is poured onto ice and the precipitated title compound filtered off. Yield 70 g (80%); m.p. 149°-151° C. (methanol).

Workup

  1. temperatureheating
  2. additionThe solution is poured onto ice
  3. customthe precipitated title compound
  4. filtrationfiltered off

Sources & evidence

ORD record
ord-6fbef72f5b5e4d34b41bd936afe214c2
Source dataset
uspto-grants-1980_09
Patent number
US04223142

Reaction notes

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