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

HRID 542678

Reaction equation

HRID 542678 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 pentane-2,4-dione ("acetylacetone") is heated to 120° C. for 15 hours. Thereafter, after the reaction mixture has been cooled, 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 in this procedure is isolated by being filtered 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. temperatureThereafter, after the reaction mixture has been cooled
  2. customThe product obtained in crystalline form in this procedure
  3. customis isolated
  4. filtrationby being filtered off under suction

Sources & evidence

ORD record
ord-f14adb14524b4b93912b188aaac680b6
Source dataset
uspto-grants-1987_04
Patent number
US04659364

Linked notes

Loading…