HCID 53922683, compound → 2-(Methylamino)benzonitrile

HRID 1418363Notes

Reaction equation

HRID 1418363 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9](C)[C:10](=O)C(F)(F)F)#[N:2]>C(=O)(O)[O-].[Na+].O.C(O)C>[CH3:10][NH:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:1]#[N:2]

Participants

3

Reactant 1

HCID 53922683HCID 53922683, compound

Product 1

HCID 2926032-(Methylamino)benzonitrileYield 189.2%

Reagents, catalysts & solvents 1

HCID 86753879HCID 86753879, compoundSolvent

Procedure

N-(2-Cyanophenyl)-2,2,2-trifluoro-N-methylacetamide (3 g, 0.01 mol) was dissolved in a sodium bicarbonate/water/ethanol mixture, refluxed for 5 h and evaporated. Water was added and the mixture extracted with ethyl acetate, dried over sodium sulphate and evaporated to give the product (2.5 g). MS (+EI) 132 (M+), 1H NMR (CDCl3) 7.45 (2H, t), 6.69 (1H, d), 6.62 (1H, t), 6.19 (1H, s), 2.76 (3H, d).

Workup

  1. temperaturerefluxed for 5 h
  2. customevaporated
  3. additionWater was added
  4. extractionthe mixture extracted with ethyl acetate
  5. dry with materialdried over sodium sulphate
  6. customevaporated

Sources & evidence

ORD record
ord-2c3edbef20364e2691d11ab4823501f9
Source dataset
uspto-grants-1999_03
Patent number
US05883102

Reaction notes

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