Hydrochloric Acid → HCID 54716192, compound

HRID 2058189Notes

Reaction equation

HRID 2058189 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[N:11]=2)[C:6](N2CCCC2)=[C:5]([C:19]#[N:20])[C:4]1=[O:21])[CH3:2].[OH-:22].[Na+].Cl>C(O)C>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH3:13])[N:11]=2)[C:6]([OH:22])=[C:5]([C:19]#[N:20])[C:4]1=[O:21])[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12818631HCID 12818631, compound

Product 1

HCID 54716192HCID 54716192, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 0.5 g. of 1-ethyl-1,2-dihydro-7-methyl-2-oxo-4-(1-pyrrolidinyl)-1,8-naphthyridine-3-carbonitrile in 15 ml. of 20% aqueous sodium hydroxide containing 15 ml. of ethanol was heated under reflux for 3 hours. The solution was cooled and was acidified with concentrated hydrochloric acid. The precipitate which formed was collected, air dried and was recrystallized from ethanol to afford 0.2 g. of the title compound, m.p. 274°-6° C.

Workup

  1. additionA stirred mixture of 0.5 g
  2. temperatureunder reflux for 3 hours
  3. temperatureThe solution was cooled
  4. customThe precipitate which formed
  5. customwas collected
  6. customair dried
  7. customwas recrystallized from ethanol
  8. customto afford 0.2 g

Sources & evidence

ORD record
ord-ef204377c1f44414ace18b94d543f4d7
Source dataset
uspto-grants-1980_07
Patent number
US04215123

Reaction notes

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