Methylamine → 2-Amino-6-(methylamino)benzonitrile

HRID 2164444Notes

Reaction equation

HRID 2164444 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6](F)[C:3]=1[C:4]#[N:5].[CH3:11][NH2:12]>C(O)C>[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:12][CH3:11])[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 5226592-Amino-6-fluorobenzonitrile

Product 1

HCID 127157172-Amino-6-(methylamino)benzonitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Amino-6-fluorobenzonitrile (200 mg) is heated in a sealed vessel in ethanol saturated with methylamine gas at 140° C. for 4 hrs. The solvent is evaporated, water is added and the product is extracted into methylene chloride. Evaporation of the solvent gives the title compound as an oil, (200 mg) which is converted to the crystalline hydrochloride with i-propanolic HCl-diethyl ether, m.p. 214°-216° C. (dec).

Workup

  1. customThe solvent is evaporated
  2. additionwater is added
  3. extractionthe product is extracted into methylene chloride
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-0d83328ea12b45f7bfb21a06bb5f76f6
Source dataset
uspto-grants-1985_03
Patent number
US04504660

Reaction notes

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