Water → HCID 23349936, compound

HRID 2058167Notes

Reaction equation

HRID 2058167 reaction equation
[H-].[Na+].[NH2:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([Cl:11])=[C:6]([CH3:12])[N:5]=1.[CH3:13][N:14]([CH3:18])[C:15](Cl)=[O:16].O>C1(C)C=CC=CC=1>[CH3:13][N:14]([CH3:18])[C:15]([NH:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([Cl:11])=[C:6]([CH3:12])[N:5]=1)=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 6598Dimethylcarbamoyl ChlorideHCID 24758Sodium hydride2×HCID 3470955-chloro-4,6-dimethylpyrimidin-2-amine

Product 1

HCID 23349936HCID 23349936, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Sodium hydride (6 g, 55%, 0.137 mole) is added to a mixture of 2-amino-4,6-dimethyl-5-chloropyrimidine (19.5 g, 0.125 mole) in 250 ml of toluene. The mixture, under a nitrogen atmosphere is heated to reflux and stirred for one hour. Another portion of sodium hydride (6 g, 55%, 0.137 mole) is added and after two hours of reflux, dimethyl carbamoyl chloride (13.9 g, 0.125 mole) is added. After one hours of reflux the reaction is cooled, water is added, the toluene is removed by vacuum concentration and the product is extracted into petroleum ether from which it is crystallized by evaporation. N,N-Dimethyl-N'-(4,6-dimethyl-5-chloro-2-pyrimidinyl)urea melting at 127°-129° C. is obtained.

Workup

  1. temperatureThe mixture, under a nitrogen atmosphere is heated
  2. temperatureto reflux
  3. temperatureof reflux
  4. temperatureAfter one hours of reflux the reaction
  5. temperatureis cooled
  6. customthe toluene is removed by vacuum concentration
  7. extractionthe product is extracted into petroleum ether from which it
  8. customis crystallized by evaporation

Sources & evidence

ORD record
ord-323466662c4c479b9c4c043942ceb95c
Source dataset
uspto-grants-1980_07
Patent number
US04215121

Reaction notes

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