Potassium Carbonate → HCID 178496815, compound

HRID 893799Notes

Reaction equation

HRID 893799 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.S(O)(O)(=O)=O.[CH3:15][O:16][C:17](=[NH:19])[NH2:18].C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[Cl:9][C:4]1[CH:5]=[C:6]([Cl:8])[N:7]=[C:2]([NH:19][C:17](=[NH:18])[O:16][CH3:15])[N:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 773782,4,6-TrichloropyrimidineHCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)

Product 1

HCID 178496815HCID 178496815, compoundYield 142.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

45.9 g (0.25 mol) of 2,4,6-trichloropyrimidine, 30.8 g (0.125 mol) of O-methyl-isourea sulphate and 51.8 g (0.375 mol) of ground potassium carbonate are suspended in 800 ml of toluene and stirred at 110° C. for 10 hours. After cooling, the crystalline solid is filtered off with suction, stirred with water for 15 minutes and again filtered off with suction. 39.4 g of N-(4,6-dichloro-pyrimidin-2-yl)-O-methylisourea are obtained (GC purity 98%: 38.6 g; yield: 69 of theory), melting point 178° C.

Workup

  1. temperatureAfter cooling
  2. filtrationthe crystalline solid is filtered off with suction
  3. stirringstirred with water for 15 minutes
  4. filtrationagain filtered off with suction

Sources & evidence

ORD record
ord-9a30900b756348de8722cd5a26d78ae1
Source dataset
uspto-grants-1992_06
Patent number
US05126454

Reaction notes

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