Potassium Hydroxide → HCID 13288076, compound

HRID 1903908Notes

Reaction equation

HRID 1903908 reaction equation
C([CH2:3][NH:4][N:5]1[C:14]2[CH:13]=[C:12]3[O:15][CH2:16][O:17][C:11]3=[CH:10][C:9]=2[C:8](=[O:18])[C:7]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:6]1)=O.[OH-].[K+]>C(O)C.O>[CH3:3][NH:4][N:5]1[C:14]2[CH:13]=[C:12]3[O:15][CH2:16][O:17][C:11]3=[CH:10][C:9]=2[C:8](=[O:18])[C:7]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:6]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86739328HCID 86739328, compound

Product 1

HCID 13288076HCID 13288076, compoundYield 82.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

To a suspension of 4.1 g (0.013 mole) of ethyl 5,8-dihydro-5-[(formyl)methylamino]-8-oxo-1,3-dioxolo[4,5-g]-quinoline-7-carboxylate (Example 6) in 40 ml of hot absolute ethanol was added a solution of 0.8 g (0.013 mole) of potassium hydroxide (85%) in 2.6 ml of water. The mixture was heated at near the boiling point of the ethanol for about 10 minutes and then chilled in an ice bath. The solid product was collected by filtration and washed with absolute ethanol and ether. After a further washing with water, tetrahydrofuran and ether and drying at 0.1 mm overnight there was obtained 3.1 g of ethyl 5,8-dihydro-5-(methylamino)-8-oxo-1,3-dioxolo[4,5-g]-quinoline-7-carboxylate, colorless crystals, m.p. 211°-218° C.

Workup

  1. temperaturechilled in an ice bath
  2. filtrationThe solid product was collected by filtration
  3. washwashed with absolute ethanol and ether
  4. washAfter a further washing with water, tetrahydrofuran and ether
  5. customdrying at 0.1 mm overnight

Sources & evidence

ORD record
ord-a93b2d6f7d2047a4a62673b0b72ef39e
Source dataset
uspto-grants-1984_03
Patent number
US04439436

Reaction notes

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