Hydrochloric Acid → (4,6-Dimethylpyrimidin-2-yl)cyanamide

HRID 2291677Notes

Reaction equation

HRID 2291677 reaction equation
[C:1]([NH:3][C:4]([NH2:6])=[NH:5])#[N:2].[CH3:7][C:8](=O)[CH2:9][C:10](=O)[CH3:11].Cl>O>[C:1]([NH:3][C:4]1[N:6]=[C:10]([CH3:11])[CH:9]=[C:8]([CH3:7])[N:5]=1)#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31261AcetylacetoneHCID 178418324HCID 178418324, compound

Product 1

HCID 521618(4,6-Dimethylpyrimidin-2-yl)cyanamideYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 42 g (0.5 mol) of cyanoguanidine ("dicyanodiamide") and 50 g (0.5 mol) of 2,4-pentanedione ("acetylacetone") is heated to 120° C. for 15 hours. The reaction mixture is then cooled, after which 500 ml of water are added and the solution is acidified with hydrochloric acid at 0° C. to 10° C. The product obtained in crystalline form during this procedure is isolated by filtering it off under suction. 51.8 g (70% of theory) of 2-cyanoamino-4,6-dimethyl-pyrimidine of melting point 205° C. are obtained.

Workup

  1. temperatureThe reaction mixture is then cooled
  2. customThe product obtained in crystalline form during this procedure
  3. customis isolated
  4. filtrationby filtering it off under suction

Sources & evidence

ORD record
ord-aaca69f9844b4012b4fbb8e9bc8d8d9e
Source dataset
uspto-grants-1989_01
Patent number
US04797484

Reaction notes

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