Potassium Carbonate → HCID 67263777, compound

HRID 1688151Notes

Reaction equation

HRID 1688151 reaction equation
F[C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:13]([NH:15][CH2:16][CH2:17][NH2:18])C.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.O>[CH3:13][NH:15][CH2:16][CH2:17][NH:18][C:2]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 66071N-EthylethylenediamineHCID 27590482-Fluoro-4-nitrobenzonitrile

Product 1

HCID 67263777HCID 67263777, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-fluoro-4-nitrobenzonitrile (13.2 g), N-ethylethylenediamine (16 mL) and potassium carbonate (10 g) in acetonitrile (250 mL) was vigorously stirred for 16 hours resulting in the formation of an orange solid. The mixture was diluted with water and filtered. The precipitate was washed with water and dried to provide 2-(2-methylamino-ethylamino)-4-nitro-benzonitrile (10 g): 1H NMR (300 MHz, CDCl3) δ 7.65 (d, 1H), 7.55 (m, 2H), 5.8 (br, 1H), 3.4 (q, 2H), 3.1 (m, 2H), 2.8 (q, 2H), 1.2 (t, 3H).

Workup

  1. customresulting in the formation of an orange solid
  2. filtrationfiltered
  3. washThe precipitate was washed with water
  4. customdried

Sources & evidence

ORD record
ord-1ddd105340b048839cbc7b0a9abe9e73
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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