Sodium Carbonate → HCID 12818639, compound

HRID 2285827Notes

Reaction equation

HRID 2285827 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:20])[N:8]([CH2:18][CH3:19])[C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2].[NH:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:20])[N:8]([CH2:18][CH3:19])[C:9]2[C:14]([C:15]=1[N:21]1[CH2:25][CH2:24][CH2:23][CH2:22]1)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 12818638HCID 12818638, compound

Product 1

HCID 12818639HCID 12818639, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 5.9 g. (0.02 mole) of 1-ethyl-1,2-dihydro-4-chloro-7-methyl-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester, 1.4 g. (0.02 mole) of pyrrolidine and 2.12 g. (0.02 mole) of sodium carbonate was heated under reflux in 50 ml. of ethanol for 3 hours. The mixture was filtered and the filtrate was diluted with water to the cloudy point. The precipitate which formed was collected, air dried and was recrystallized from heptane to give 3.3 g. of the title compound, m.p. 113°-115° C.

Workup

  1. additionA stirred mixture of 5.9 g
  2. temperatureunder reflux in 50 ml
  3. filtrationThe mixture was filtered
  4. additionthe filtrate was diluted with water to the cloudy point
  5. customThe precipitate which formed
  6. customwas collected
  7. customair dried
  8. customwas recrystallized from heptane
  9. customto give 3.3 g

Sources & evidence

ORD record
ord-b779f864cac34307969d892150378a31
Source dataset
uspto-grants-1982_04
Patent number
US04324893

Reaction notes

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