Hydrochloric Acid → n-(3,5-Bis-trifluoromethyl-benzyl)-n-methyl-3-o-tolyl-isonicotinamide hydrochloride

HRID 1975952Notes

Reaction equation

HRID 1975952 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:4]=[C:5]([CH:24]=[C:25]([C:27]([F:30])([F:29])[F:28])[CH:26]=1)[CH2:6][N:7]([CH3:23])[C:8](=[O:22])[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21].[ClH:33]>C(OCC)C>[ClH:33].[F:29][C:27]([F:28])([F:30])[C:25]1[CH:24]=[C:5]([CH:4]=[C:3]([C:2]([F:32])([F:31])[F:1])[CH:26]=1)[CH2:6][N:7]([CH3:23])[C:8](=[O:22])[C:9]1[CH:14]=[CH:13][N:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH3:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9846661N-(3,5-bis(trifluoromethyl)benzyl)-N-methyl-3-o-tolylisonicotinamide

Product 1

HCID 22000065n-(3,5-Bis-trifluoromethyl-benzyl)-n-methyl-3-o-tolyl-isonicotinamide hydrochlorideYield 79%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 440 mg N-(3,5-bis-trifluoromethyl-benzyl)-N-methyl-3-o-tolyl-isonicotinamide in 5 ml diethyl ether were added 5 ml 3 N hydrochloric acid solution in diethyl ether. After stirring for 10 min at room temperature, the solution was evaporated to dryness, dissolved in 3 ml diethyl ether and stirred for 1 h at −10° C. Filtration of the suspension afforded 376 mg (79%) of the title compound as white crystals. M.p. 186-188° C.

Workup

  1. customthe solution was evaporated to dryness
  2. dissolutiondissolved in 3 ml diethyl ether
  3. stirringstirred for 1 h at −10° C
  4. filtrationFiltration of the suspension

Sources & evidence

ORD record
ord-49df3d18f01d4dafadf47d234278ab0d
Source dataset
uspto-grants-2001_05
Patent number
US06225316B1

Reaction notes

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