Potassium ethylxanthate → 2-Amino-4-methoxy-6-ethoxythiocarbonylthiomethyl-pyrimidine

HRID 981744Notes

Reaction equation

HRID 981744 reaction equation
[CH3:1][CH2:2][O:3][C:4]([S-:6])=[S:5].[K+].[NH2:8][C:9]1[N:14]=[C:13]([CH2:15]Cl)[CH:12]=[C:11]([O:17][CH3:18])[N:10]=1>C(O)C.O>[NH2:8][C:9]1[N:10]=[C:11]([O:17][CH3:18])[CH:12]=[C:13]([CH2:15][S:5][C:4]([O:3][CH2:2][CH3:1])=[S:6])[N:14]=1

Participants

5

Reactant 2

HCID 2735045Potassium ethylxanthateHCID 138848154-(Chloromethyl)-6-methoxypyrimidin-2-amine

Product 1

HCID 542237212-Amino-4-methoxy-6-ethoxythiocarbonylthiomethyl-pyrimidine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

16.0 g of potassium ethylxanthogenate and 17.4 g of 2-amino-4-chloromethyl-6-methoxy-pyrimidine are refluxed in 100 ml of ethanol for 30 minutes. After the reaction solution has cooled, it is diluted with about 1 liter of water, and the product which precipitates is separated and dried. The yield is 22.5 g (87% of theory) of 2-amino-4-methoxy-6-ethoxythiocarbonylthiomethyl-pyrimidine, m.p. 91°-93° C.

Workup

  1. temperatureAfter the reaction solution has cooled
  2. customthe product which precipitates
  3. customis separated
  4. customdried

Sources & evidence

ORD record
ord-5e35c1dbe940455caf89e4b726f089d3
Source dataset
uspto-grants-1991_02
Patent number
US04992549

Reaction notes

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