Sodium Carbonate → HCID 12818624, compound

HRID 2285823Notes

Reaction equation

HRID 2285823 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:21])[N:8]([CH2:18][CH:19]=[CH2:20])[C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2].[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:21])[N:8]([CH2:18][CH:19]=[CH2:20])[C:9]2[C:14]([C:15]=1[N:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 12818623HCID 12818623, compound

Product 1

HCID 12818624HCID 12818624, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 0.49 g. (0.0016 mole) of 1-allyl-4-chloro-1,2-dihydro-7-methyl-2-oxo-1,8-naphthridine-3-carboxylic acid ethyl ester, 0.11 g. (0.0016 mole) of pyrrolidine and 0.16 g. (0.0016 mole) sodium carbonate in 20 ml. of ethanol was heated under reflux for 5 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 0.2 g. of the title compound, m.p. 97°-103° C.

Workup

  1. additionA stirred mixture of 0.49 g
  2. temperatureunder reflux for 5 hours
  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 0.2 g

Sources & evidence

ORD record
ord-1a5194ddf5854d0d86e3b8937ad12afb
Source dataset
uspto-grants-1982_04
Patent number
US04324893

Reaction notes

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