Dimethylformamide dimethyl acetal → N,N-Dimethyl-N'-[3-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-formamidine

HRID 418173Notes

Reaction equation

HRID 418173 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[C:4]([NH2:19])=[N:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)[CH:8]=1.CO[CH:24](OC)[N:25]([CH3:27])[CH3:26]>C1(C)C=CC=CC=1>[CH3:24][N:25]([CH3:27])[CH:26]=[N:19][C:4]1[C:3]([C:2]([F:1])([F:20])[F:21])=[CH:8][C:7]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 866116233-Trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamine

Product 1

HCID 86611624N,N-Dimethyl-N'-[3-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-formamidineYield 78%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of the above 3-trifluoromethyl-5-(4-trifluoromethyl-phenyl)-pyridin-2-ylamine (4.59 g, 15 mmol) and dimethylformamide dimethyl acetal (2.25 mL, 16 mmol) in toluene was refluxed for 1 h. The reaction mixture was evaporated and dried at HV to give the title compound as a light yellow solid (4.21 g, 78%). MS (ISP) 362 [(M+H)+]; mp 114° C.

Workup

  1. temperaturewas refluxed for 1 h
  2. customThe reaction mixture was evaporated
  3. customdried at HV

Sources & evidence

ORD record
ord-b8d24b4ef634412fa2b18f1a9b6c787a
Source dataset
uspto-grants-2012_01
Patent number
US08093263B2

Reaction notes

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