Acetic Acid → HCID 20183510, compound

HRID 255504Notes

Reaction equation

HRID 255504 reaction equation
[CH3:1][NH:2][C:3]1[C:12]2[C:7](=[C:8]([CH2:23][CH2:24][CH3:25])[C:9]3[O:16][C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:14][C:13](=[O:22])[C:10]=3[CH:11]=2)[N:6]=[C:5]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:4]=1.O.[C:32](O)(=[O:34])[CH3:33]>C(OC(=O)C)(=O)C>[CH3:1][N:2]([C:3]1[C:12]2[C:7](=[C:8]([CH2:23][CH2:24][CH3:25])[C:9]3[O:16][C:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:14][C:13](=[O:22])[C:10]=3[CH:11]=2)[N:6]=[C:5]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:4]=1)[C:32](=[O:34])[CH3:33]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 13544002HCID 13544002, compound

Product 1

HCID 20183510HCID 20183510, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A solution of diethyl 6-(N-methylamino)-4-oxo-10-propyl-4H-pyrano[3,2-g]quinoline-2,8-dicarboxylate (1.25 g) in acetic acid (25 ml) and acetic anhydride (25 ml) was refluxed for 12 hours, then the solution was poured into water, extracted with ethyl acetate and the extract washed with sodium bicarbonate solution, dried and evaporated to give an oil. The oil crystallised from ethanol to give the required amide, 0.56 g (41%) mp 164°-5° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe extract washed with sodium bicarbonate solution
  3. customdried
  4. customevaporated
  5. customto give an oil
  6. customThe oil crystallised from ethanol

Sources & evidence

ORD record
ord-dad8f42a90b144f9b29afd280c890271
Source dataset
uspto-grants-1987_10
Patent number
US04698345

Reaction notes

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