2,5-Dimethoxybenzaldehyde → HCID 135752754, compound

HRID 1603528Notes

Reaction equation

HRID 1603528 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][NH:6][C:5]2=[O:12].[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:16]=1[CH:17]=O>CO>[CH3:13][O:14][C:15]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][C:16]=1[CH2:17][NH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][NH:6][C:5]2=[O:12]

Participants

4

Reactant 2

HCID 667262,5-DimethoxybenzaldehydeHCID 1354780376-Amino-3,4-dihydroquinazolin-4-one

Product 1

HCID 135752754HCID 135752754, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 200 mg of 6-amino-3H-quinazolin-4-one and 206 mg of 2,5-dimethoxybenzaldehyde in 12 ml of dry methanol is heated to 60° for 16 hours. cooling the yellow precipitate is filtered and resuspended in 10 ml of dry methanol. This mixture is treated with 85 mg of sodium cyanoborohydride and heated for some minutes until all the materials are dissolved. After stirring for 2 at room temperature, the mixture is poured into water and extracted with acetate. The combined organic extracts are dried over magnesium sulfate and evaporated in vacuo. The pure title compound is obtained by crystallisation from ethanol as colourless crystals. mp: 203-205°.

Workup

  1. temperatureis heated to 60° for 16 hours
  2. temperaturecooling the yellow precipitate
  3. filtrationis filtered
  4. additionThis mixture is treated with 85 mg of sodium cyanoborohydride
  5. temperatureheated for some minutes until all the materials
  6. dissolutionare dissolved
  7. additionthe mixture is poured into water
  8. extractionextracted with acetate
  9. dry with materialThe combined organic extracts are dried over magnesium sulfate
  10. customevaporated in vacuo

Sources & evidence

ORD record
ord-e2e8d0974c9c4bc19771a3f07e10735a
Source dataset
uspto-grants-1999_11
Patent number
US05990116

Reaction notes

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