Ammonia → HCID 18961944, compound

HRID 1707665Notes

Reaction equation

HRID 1707665 reaction equation
[Na].[C:2]([C:4]1[N:9]=[C:8]([C:10]2[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]([C:17]#[N:18])[N:11]=2)[CH:7]=[C:6]([CH3:19])[CH:5]=1)#[N:3].[Cl-:20].[NH4+:21].[NH3:22]>CO>[ClH:20].[ClH:20].[C:17]([C:12]1[N:11]=[C:10]([C:8]2[CH:7]=[C:6]([CH3:19])[CH:5]=[C:4]([C:2](=[NH:22])[NH2:3])[N:9]=2)[CH:15]=[C:14]([CH3:16])[CH:13]=1)(=[NH:21])[NH2:18]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 189619384,4'-Dimethyl[2,2'-bipyridine]-6,6'-dicarbonitrile

Product 1

HCID 18961944HCID 18961944, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.023 g (0.001 g-atom) of sodium are dissolved under nitrogen in 15 ml of absolute methanol. 2.34 g (0.01 mol) of 6,6'-dicyano-4,4'-dimethyl-2,2'-bipyridine are added to that solution, and the resulting mixture is stirred at room temperature for 2 days. 1.34 g (0.025 mol) of ammonium chloride, 10 ml of absolute methanol and 20 ml of a saturated ethanolic ammonia solution are then added, and the mixture is stirred at 70° for one hour. After cooling, the reaction mixture is concentrated to dryness by evaporation and the residue is crystallised from dilute hydrochloric acid, yielding the title compound, m.p.>240°; MS(FAB): (M+H)+ =269; 1H-NMR (D2O): δ=8.39 (d,2H); 7.88 (d,2H) 2.46 (s,6H).

Workup

  1. stirringthe mixture is stirred at 70° for one hour
  2. temperatureAfter cooling
  3. concentrationthe reaction mixture is concentrated to dryness by evaporation
  4. customthe residue is crystallised from dilute hydrochloric acid

Sources & evidence

ORD record
ord-6355a280f73a4ac6bf3ad65a0c11bada
Source dataset
uspto-grants-1994_10
Patent number
US05354761

Reaction notes

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