Hydrochloric Acid → HCID 178493772, compound

HRID 2285524Notes

Reaction equation

HRID 2285524 reaction equation
[CH3:1][O-].[Na+].[CH3:4][O:5][C:6](=O)[CH2:7][O:8]C.COC=O.Cl.[CH3:16][S:17][CH2:18][C:19]([NH2:21])=[NH:20].Cl>CO.O>[CH3:16][S:17][CH2:18][C:19]1[N:21]=[CH:1][C:6]([O:5][CH3:4])=[C:7]([OH:8])[N:20]=1

Participants

8

Procedure

5.4 g (0.1 mol) of solid sodium methylate were added in portions to a mixture of 10.4 g (0.1 mol) of methoxyacetic acid methyl ester and 6 g (0.1 mol) of formic acid methyl ester at 20°-25° C. and the mixture was subsequently stirred at room temperature for 5 hours. A further 5.4 g (0.1 mol) of sodium methylate, dissolved in 40 ml of methanol, were then added, 14.1 g (0.1 mol) of methylthioacetamidine hydrochloride were subsequently added to the mixture and the mixture was then stirred at room temperature for 24 hours. The solvent was now stripped off in vacuo, the residue was dissolved in 300 ml of water and the solution was brought to pH 6 by adding concentrated hydrochloric acid. The solution was then twice extracted by shaking with 150 ml of methylene chloride each time, the organic phase was dried over sodium sulphate and the solvent was distilled off in vacuo. 13 g (70% of theory) of 2-methylthiomethyl-6-hydroxy-5-methoxypyrimidine were obtained in this manner in the form of a light brown powder with a melting point of 102° C. ##STR9##

Workup

  1. additionwere then added
  2. stirringthe mixture was then stirred at room temperature for 24 hours
  3. extractionThe solution was then twice extracted
  4. stirringby shaking with 150 ml of methylene chloride each time
  5. dry with materialthe organic phase was dried over sodium sulphate
  6. distillationthe solvent was distilled off in vacuo

Sources & evidence

ORD record
ord-970ef07b3b504b8793a7a9b5d6c4b889
Source dataset
uspto-grants-1982_04
Patent number
US04323571

Reaction notes

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