Hydrochloric Acid → 6-Methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

HRID 634693Notes

Reaction equation

HRID 634693 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[N:9]=[CH:8][N:7]=[C:6]2[O:23]C1C=CC=CC=1.Cl.C(=O)([O-])O.[Na+]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1)[N:9]=[CH:8][NH:7][C:6]2=[O:23]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 11463573HCID 11463573, compound

Product 1

HCID 1354371166-Methoxy-7-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-oneYield 95%

Conditions

Temperature
100 °C

Procedure

A mixture of 6-methoxy-7-(3-morpholinopropoxy)-4-phenoxyquinazoline (980 mg, 2.48 mmol) and 2M hydrochloric acid (25 ml) was heated at 100° C. for 2 hours and allowed to cool. The solution was basified with solid sodium hydrogen carbonate, and the product was extracted with methylene chloride. The organic phase was passed through phase separating paper and the solvent removed by evaporation to give 6-methoxy-7-(3-morpholinopropoxy)-3,4dihydroquinazolin-4-one (750 mg, 95%) as a pale brown solid which was used without further purification.

Workup

  1. temperatureto cool
  2. extractionthe product was extracted with methylene chloride
  3. customseparating paper
  4. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-1aa29ba011de44599ac6cb40ed928256
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

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