Ammonia → Ethyl 6-amino-8-methoxycarbonyl-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2-carboxylate

HRID 2417931Notes

Reaction equation

HRID 2417931 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]([NH:15]C(=O)C(Cl)(Cl)Cl)[C:12]2[C:7](=[C:8]([CH2:32][CH2:33][CH3:34])[C:9]3[O:25][C:24]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:23][C:22](=[O:31])[C:10]=3[CH:11]=2)[N:6]=1)=[O:4].N>S(=O)(=O)(O)O>[NH2:15][C:13]1[C:12]2[C:7](=[C:8]([CH2:32][CH2:33][CH3:34])[C:9]3[O:25][C:24]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:23][C:22](=[O:31])[C:10]=3[CH:11]=2)[N:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:14]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20233204HCID 20233204, compound

Product 1

HCID 13544003Ethyl 6-amino-8-methoxycarbonyl-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2-carboxylate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

The product of step (a) (1.0 g) was dissolved in concentrated sulphuric acid (1 ml) and stirred vigorously for 0.5 hours. The deep red solution was then poured into iced aqueous ammonia solution (100 ml), and the precipitate filtered to give the title compound, 0.5 g, as an orange powder, mp 265°-270° C. (decomposes).

Workup

  1. filtrationthe precipitate filtered

Sources & evidence

ORD record
ord-2cccda5063d04274b5dcd9d2158fdfcd
Source dataset
uspto-grants-1984_09
Patent number
US04471119

Reaction notes

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