Potassium Carbonate → HCID 12881315, compound

HRID 745512Notes

Reaction equation

HRID 745512 reaction equation
[CH3:1][CH:2]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[CH:9][NH:8][C:7]2=[O:14])[CH3:3].[CH3:15][O:16][C:17](=[O:21])/[CH:18]=[CH:19]\Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:15][O:16][C:17](=[O:21])/[CH:18]=[CH:19]/[N:8]1[C:7](=[O:14])[C:6]2[C:11](=[CH:12][CH:13]=[C:4]([CH:2]([CH3:1])[CH3:3])[CH:5]=2)[N:10]=[CH:9]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 53522742-Propenoic acid, 3-chloro-, methyl ester, (2Z)-HCID 135709420HCID 135709420, compound

Product 1

HCID 12881315HCID 12881315, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 30.1 g. (0.16 mol) of 6-(1-methylethyl)quinazolin-4(3H)-one, 21.2 g. (0.18 mol) of (Z)-3-chloro-2-propenoic acid methyl ester and 33.2 g. (0.24 mol) of anhydrous potassium carbonate in 375 ml. of anhydrous acetone was stirred at reflux for 22 hr. The solvent was removed in vacuo, water was added to the solid residue and the solid was removed by filtration. Recrystallization from methanol gave 35.5 g, m.p. 142°-145°, (82% yield) of (E)-3-[6-(1-methylethyl)-4-oxo-4H-quinazolin-3-yl]-2-propenoic acid methyl ester.

Workup

  1. additionA mixture of 30.1 g
  2. temperatureat reflux for 22 hr
  3. customThe solvent was removed in vacuo, water
  4. additionwas added to the solid residue
  5. customthe solid was removed by filtration
  6. customRecrystallization from methanol

Sources & evidence

ORD record
ord-d2e72f7ec86441a8a74b39081afe6d4b
Source dataset
uspto-grants-1986_07
Patent number
US04599336

Reaction notes

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