Potassium Carbonate → HCID 14279659, compound

HRID 704684Notes

Reaction equation

HRID 704684 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Cl)=[CH:4][N:3]=1.[C:10]([NH:12][C:13]1[N:18]=[CH:17][CH:16]=[CH:15][N:14]=1)#[N:11].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:18]2[CH:17]=[CH:16][CH:15]=[N:14][C:13]2=[N:12][C:10]#[N:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 13033259HCID 13033259, compound

Product 1

HCID 14279659HCID 14279659, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-chloro-5-chloromethylpyridine (3.24 g), 2-cyanaminopyrimidine(2.4 g), anhydrous potassium carbonate (3.04 g) and acetonitrile (100 ml) was refluxed for 5 hours under stirring. About 50 ml of the acetonitrile were evaporated under reduced pressure, and the residue was poured into ice water. The precipitated crystals were collected by filtration, and recrystallized from ethanol to give 1-(2-chloro-5-pyridylmethyl)-2-cyanoimino-1,2-dihydropyrimidine (1.87 g) as colorless crystals. mp. 218°-220° C.

Workup

  1. temperaturewas refluxed for 5 hours
  2. customAbout 50 ml of the acetonitrile were evaporated under reduced pressure
  3. additionthe residue was poured into ice water
  4. filtrationThe precipitated crystals were collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-6112fcf774e34e7790b11c7a4b8be62b
Source dataset
uspto-grants-1991_01
Patent number
US04988712

Reaction notes

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