Hydrochloric Acid → HCID 178458310, compound

HRID 363359Notes

Reaction equation

HRID 363359 reaction equation
[C:1](OCC)(=[O:8])[CH2:2][C:3](OCC)=[O:4].CS(O)(=O)=O.[CH2:17]([O:20][C:21]1[CH:29]=[CH:28][CH:27]=[CH:26][C:22]=1[C:23]([NH2:25])=[NH:24])[CH2:18][CH3:19].[O-]CC.[Na+].Cl>C(O)C.O>[OH:4][C:3]1[CH:2]=[C:1]([OH:8])[N:25]=[C:23]([C:22]2[CH:26]=[CH:27][CH:28]=[CH:29][C:21]=2[O:20][CH2:17][CH2:18][CH3:19])[N:24]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 2723922Sodium ethoxideHCID 22462369HCID 22462369, compound

Product 1

HCID 178458310HCID 178458310, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A stirred mixture of diethyl malonate (17.62 g), 2-propoxybenzamidine methanesulfonate (29.03 g) and sodium ethoxide in ethanol (from sodium, 6.9 g, and ethanol, 150 ml) was heated under reflux for 6 hours. The cooled reaction mixture was evaporated under reduced pressure to yield a residue which was dissolved in water. Concentrated hydrochloric acid was added to the aqueous solution to yield the title compound, 21.56 g. A sample (0.5 g) of this material was recrystallized twice from methanol to yield the pure title compound, 0.19 g, m.p. 224°-50°C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe cooled reaction mixture
  4. customwas evaporated under reduced pressure
  5. customto yield a residue which

Sources & evidence

ORD record
ord-f24b9db06542492a833973253c0423de
Source dataset
uspto-grants-1999_02
Patent number
US05874440

Reaction notes

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