Hydrochloric Acid → HCID 178458292, compound

HRID 1936690Notes

Reaction equation

HRID 1936690 reaction equation
CS[C:3]1[N:4]=[N:5][C:6]2[C:12](=[O:13])[NH:11][C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])=[N:9][C:7]=2[N:8]=1.C[O-:25].[Na+].Cl>CO.O>[O:25]=[C:3]1[NH:8][C:7]2[N:9]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[O:20][CH2:21][CH2:22][CH3:23])[NH:11][C:12](=[O:13])[C:6]=2[N:5]=[N:4]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10942334Sodium MethoxideHCID 135670800HCID 135670800, compound

Product 1

HCID 178458292HCID 178458292, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A stirred mixture of 3-methylthio-8-oxo-6-(2-propoxyphenyl)-7,8-dihydropyrimido[4,5-e][1,2,4]triazine (0.5 g) and sodium methoxide (prepared from sodium, 0.17 g. and methanol) in methanol (50 ml) was heated under reflux for 3 hours. The cooled reaction mixture was evaporated under reduced pressure to afford a yellow solid which was dissolved in water and acidified with 2 Normal hydrochloric acid to yield a yellow solid (420 mg) which was recrystallized from dimethylformamide to afford the title compound, 0.16 g, m.p. 296-299° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. customThe cooled reaction mixture
  4. customwas evaporated under reduced pressure
  5. customto afford a yellow solid which

Sources & evidence

ORD record
ord-158580dd8f89404b8bb3669e5d70fb6f
Source dataset
uspto-grants-2002_05
Patent number
US06391885B1

Reaction notes

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