Potassium Carbonate → HCID 67263777, compound

HRID 1041809Notes

Reaction equation

HRID 1041809 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-e5e3ac072d504a9697b2f8075a931cbc
Source dataset
uspto-grants-2013_10
Patent number
US08552186B2

Reaction notes

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