Ammonia → HCID 19988643, compound

HRID 1073344Notes

Reaction equation

HRID 1073344 reaction equation
[Na].[C:2]([C:4]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][N:13]=[C:12]([C:16]#[N:17])[CH:11]=2)[CH:7]=[CH:6][N:5]=1)#[N:3].[Cl-:18].[NH4+:19].[NH3:20]>CO>[ClH:18].[ClH:18].[C:16]([C:12]1[CH:11]=[C:10]([C:8]2[CH:7]=[CH:6][N:5]=[C:4]([C:2](=[NH:20])[NH2:3])[CH:9]=2)[CH:15]=[CH:14][N:13]=1)(=[NH:19])[NH2:17]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 25517Ammonium ChlorideHCID 5360545SodiumHCID 15687181[4,4'-Bipyridine]-2,2'-dicarbonitrile

Product 1

HCID 19988643HCID 19988643, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

0.028 g (0.0012 g-atom) of sodium is dissolved under nitrogen in 15 ml of absolute methanol. 2.5 g (0.0124 mol) of 2,2'-dicyano-4,4'-bipyridine [Experientia 30. 843 (1974)] are added to this solution and the resulting mixture is stirred for 2 days at room temperature. After the addition of 1.53 g (0.0286 mol) of ammonium chloride, 10 ml of absolute methanol and 20 ml of saturated ethanolic ammonia solution, the reaction mixture is heated for 1 hour at approximately 70° and then left to stand overnight at room temperature. The suspension is concentrated by evaporation, dissolved in water and washed with methylene chloride. The aqueous phase is concentrated to dryness by evaporation and the residue is recrystallised twice from dilute hydrochloric acid. The monohydrate of the title compound is obtained, m.p. >280°.

Workup

  1. temperaturethe reaction mixture is heated for 1 hour at approximately 70°
  2. waitleft
  3. waitto stand overnight at room temperature
  4. concentrationThe suspension is concentrated by evaporation
  5. dissolutiondissolved in water
  6. washwashed with methylene chloride
  7. concentrationThe aqueous phase is concentrated to dryness by evaporation
  8. customthe residue is recrystallised twice from dilute hydrochloric acid

Sources & evidence

ORD record
ord-5ad05ef00b0c422aaa8c1763207bafe3
Source dataset
uspto-grants-1990_11
Patent number
US04968804

Reaction notes

Loading…