Hydrochloric Acid → HCID 54696180, compound

HRID 2058187Notes

Reaction equation

HRID 2058187 reaction equation
[Na].[C:2]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:3][C:4]([O:6]CC)=O.[CH2:13]([N:15]1[C:20]2[N:21]=[CH:22][CH:23]=[CH:24][C:19]=2C(=O)[O:17][C:16]1=O)[CH3:14].Cl>O.C(O)C>[CH2:13]([N:15]1[C:20]2[C:19](=[CH:24][CH:23]=[CH:22][N:21]=2)[C:4]([OH:6])=[C:3]([C:2]([O:10][CH2:11][CH3:12])=[O:9])[C:16]1=[O:17])[CH3:14]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 5360545SodiumHCID 12793686HCID 12793686, compound

Product 1

HCID 54696180HCID 54696180, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 0.115 g. (0.005 g. atom) of sodium in 20 ml. of ethanol was added 1.6 g. (0.01 mole) of diethyl malonate. After stirring for 5 minutes the solution was evaporated in a rotary evaporator. The residue was dissolved in 15 ml. of N,N-dimethylformamide and 0.96 g. (0.005 mole) of 1-ethyl-2H-pyrido[2,3-d]-[1,3]oxazine-2,4[1H]dione was added. The mixture was heated under reflux for 1.5 hours. The mixture was cooled, diluted with a little water and was acidified with concentrated hydrochloric acid. The precipitate which formed was collected, air dried and was recrystallized from heptane to give 0.2 g. of the title product, m.p. 120°-2° C.

Workup

  1. customwas evaporated in a rotary evaporator
  2. dissolutionThe residue was dissolved in 15 ml
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for 1.5 hours
  5. temperatureThe mixture was cooled
  6. customThe precipitate which formed
  7. customwas collected
  8. customair dried
  9. customwas recrystallized from heptane
  10. customto give 0.2 g

Sources & evidence

ORD record
ord-e8e5931adaf34e3b82380872b45f123e
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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