HCID 20332408, compound → HCID 20332401, compound

HRID 2057470Notes

Reaction equation

HRID 2057470 reaction equation
[O:1]=[C:2]1[C:7]([C:8]([O:10]CC)=[O:9])=[CH:6][N:5]([CH3:13])[C:4]2[C:14](=[O:22])[O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:3]1=2>Cl.O>[O:1]=[C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]([CH3:13])[C:4]2[C:14](=[O:22])[O:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:3]1=2

Participants

4

Reactant 1

HCID 20332408HCID 20332408, compound

Product 1

HCID 20332401HCID 20332401, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A suspension of ethyl 1,5-dihydro-1,5-dioxo-4-methyl-1-benzopyrano[3,4-b]pyridine-2-carboxylate (4.5 g, 0.0158 mole) in 5 N hydrochloric acid (100 ml) is refluxed under nitrogen for 20 hours. The reaction mixture is cooled and diluted with water. The product is filtered off, washed with water and sucked dry. Recrystallization from dimethylformamide gives white crystals (3.5 g, 85%), m.p. 295-297 (dec.).

Workup

  1. temperatureis refluxed under nitrogen for 20 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe product is filtered off
  4. washwashed with water
  5. customsucked dry
  6. customRecrystallization from dimethylformamide

Sources & evidence

ORD record
ord-e7d545cacd804b9180ac1c706c4cb7dd
Source dataset
uspto-grants-1980_07
Patent number
US04210758

Reaction notes

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