Sodium Carbonate → HCID 12818607, compound

HRID 1703119Notes

Reaction equation

HRID 1703119 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:18])[N:8]([CH3:17])[C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[CH:11][N:10]=2)=[O:5])[CH3:2].[NH:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:18])[N:8]([CH3:17])[C:9]2[C:14]([C:15]=1[N:19]1[CH2:23][CH2:22][CH2:21][CH2:20]1)=[CH:13][CH:12]=[CH:11][N:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 12818606HCID 12818606, compound

Product 1

HCID 12818607HCID 12818607, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 2.7 g. (0.01 mole) of 4-chloro-1,2-dihydro-1-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester, 0.7 g. (0.01 mole) of pyrrolidine and 1.06 g. (0.01 mole) of sodium carbonate in 25 ml. of ethanol was heated under reflux for 5 hours. The mixture was filtered and the filtrate was cooled in ice. The precipitate which formed was collected and was dissolved in 20 ml. of ethyl acetate. The solution was diluted with petroleum ether to the cloudy point. The precipitate which formed was collected to yield 0.5 g. of product, m.p. 118°-120° C.

Workup

  1. additionA stirred mixture of 2.7 g
  2. temperatureunder reflux for 5 hours
  3. filtrationThe mixture was filtered
  4. temperaturethe filtrate was cooled in ice
  5. customThe precipitate which formed
  6. customwas collected
  7. dissolutionwas dissolved in 20 ml
  8. additionThe solution was diluted with petroleum ether to the cloudy point
  9. customThe precipitate which formed
  10. customwas collected
  11. customto yield 0.5 g

Sources & evidence

ORD record
ord-872b7e20a5db4a618530d3810f5902bf
Source dataset
uspto-grants-1982_09
Patent number
US04350817

Reaction notes

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