Hydrochloric Acid → HCID 12535804, compound

HRID 437437Notes

Reaction equation

HRID 437437 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.[CH2:16]([O:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23]([NH2:25])=[NH:24])[CH:17]([CH3:19])[CH3:18].C(=O)([O-])[O-].[K+].[K+].Cl>C(O)C.C(O)(=O)C.O>[O:13]=[C:11]1[NH:25][C:23]([C:22]2[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=2[O:20][CH2:16][CH:17]([CH3:19])[CH3:18])=[N:24][CH:4]=[C:5]1[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 11430Potassium CarbonateHCID 12254232HCID 12254232, compound

Product 1

HCID 12535804HCID 12535804, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Diethyl ethoxymethylenemalonate (6.42 g., 0.03 mole) was added to a stirred mixture of 2-isobutoxybenzamidine (5.76 g., 0.03 mole) and potassium carbonate (4.14 g., 0.03 mole) in ethanol (70 ml.). The mixture was heated under reflux for 4 hours. The cooled mixture was added to water (100 ml.) which was then acidified to pH 8 with 6N hydrochloric acid and then to pH 5 with glacial acetic acid. The title compound was collected by filtration, washed with water, and dried. The product (6.76 g., 71%) had m.p. 88°-90°.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. filtrationThe title compound was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-57232eb177004ebfb1d447a5156f7a18
Source dataset
uspto-grants-1977_06
Patent number
US04031093

Reaction notes

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