Hydrochloric Acid → HCID 12535817, compound

HRID 2082736Notes

Reaction equation

HRID 2082736 reaction equation
C(O[CH:4]=[C:5]([C:11]([O:13]CC)=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.[CH3:16][O:17][C:18]1[CH:26]=[C:25]([O:27][CH3:28])[CH:24]=[CH:23][C:19]=1[C:20]([NH2:22])=[NH:21].[Na].Cl>C(O)C>[O:13]=[C:11]1[NH:22][C:20]([C:19]2[CH:23]=[CH:24][C:25]([O:27][CH3:28])=[CH:26][C:18]=2[O:17][CH3:16])=[N:21][CH:4]=[C:5]1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 41382422,4-Dimethoxy-benzamidineHCID 5360545Sodium

Product 1

HCID 12535817HCID 12535817, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of diethyl ethoxymethylenemalonate (8.4 g., 0.0388 mole) in ethanol (20 ml.) was added dropwise to a cooled (ice-water) stirred mixture of 2,4-dimethoxybenzamidine (7.0 g., 0.0388 mole) in ethanol (50 ml.) containing sodium (0.89 g., 0.0388 g-atom). The mixture was heated under reflux for two hours. The cooled mixture was poured into ice-water and acidified with dilute hydrochloric acid. The precipitate was recrystallized from 95% ethanol to give ethyl 1,6-dihydro-6-oxo-2-(2,4-dimethoxyphenyl)pyrimidine-5 -carboxylate (9.0 g., 63.5% yield), m.p. 190°-192°.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for two hours
  3. customThe precipitate was recrystallized from 95% ethanol

Sources & evidence

ORD record
ord-9661044a7f064952accf99c365565b1e
Source dataset
uspto-grants-1978_04
Patent number
US04082751

Reaction notes

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