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

HRID 746155Notes

Reaction equation

HRID 746155 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-64041799115d4ab38f61365ac5f5ce07
Source dataset
uspto-grants-1986_07
Patent number
US04602938

Reaction notes

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