Hydrochloric Acid → HCID 13209213, compound

HRID 1248011Notes

Reaction equation

HRID 1248011 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[C:9](=[O:10])[CH2:8][CH:7]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[N:6]([CH2:18][CH3:19])[CH:5]=1.O1CCOCC1.[OH-].[Na+].Cl>CO>[CH2:18]([N:6]1[C:7]([C:11]2[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=2)=[CH:8][C:9](=[O:10])[C:4]([C:3]([OH:20])=[O:2])=[CH:5]1)[CH3:19]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 13209198HCID 13209198, compound

Product 1

HCID 13209213HCID 13209213, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The starting material was obtained by dissolving 1.85 g. of 1-ethyl-6-(4-chlorophenyl)-4-oxo-1,4,5,6-tetrahydronicotinic acid methyl ester (prepared as described in Example 1) in 10 ml. of dioxane and 10 ml. of methanol and heating the solution under reflux for 3 hours in the presence of 20 ml. of 1-N sodium hydroxide. The mixture was cooled down, acidified with 0.5-N hydrochloric acid, the separated crystals were filtered off under suction and recrystallized from methanol/ether. Yield 1.3 g.; melting point 142°-144° C.

Workup

  1. customThe starting material was obtained
  2. dissolutionby dissolving 1.85 g
  3. temperatureunder reflux for 3 hours in the presence of 20 ml
  4. temperatureThe mixture was cooled down
  5. filtrationthe separated crystals were filtered off under suction
  6. customrecrystallized from methanol/ether

Sources & evidence

ORD record
ord-4e3b6ef5fedd48438f7fcc399e59928a
Source dataset
uspto-grants-1985_06
Patent number
US04521535

Reaction notes

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