Ammonia → HCID 135671184, compound

HRID 1737480Notes

Reaction equation

HRID 1737480 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][C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)[N:9]=[CH:8][N:7]=[C:6]2[O:21]C1C=CC=CC=1.N>Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH2:14][C:15]1[CH:16]=[CH:17][N:18]=[CH:19][CH:20]=1)[N:9]=[CH:8][NH:7][C:6]2=[O:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22625082HCID 22625082, compound

Product 1

HCID 135671184HCID 135671184, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 6-methoxy-4-phenoxy-7-(4-pyridylmethoxy)quinazoline (200 mg, 0.56 mmol) in 2M hydrochloric acid (15 ml) was heated at reflux for 90 minutes. The reaction mixture was allowed to cool and neutralised to pH6-7 with aqueous ammonia. The precipitated product was extracted with methanol/methylene chloride (1:9) and the extract solution dried (MgSO4). Removal of the solvent by evaporation gave 6-methoxy-7-(4-pyridylmethoxy)-3,4-dihydroquinazolin-4-one (90 mg, 57%) as a grey solid.

Workup

  1. temperatureat reflux for 90 minutes
  2. temperatureto cool
  3. extractionThe precipitated product was extracted with methanol/methylene chloride (1:9)
  4. dry with materialthe extract solution dried (MgSO4)
  5. customRemoval of the solvent
  6. customby evaporation

Sources & evidence

ORD record
ord-54f3ba0861f044e2b225e7fa48648f68
Source dataset
uspto-grants-1999_10
Patent number
US05962458

Reaction notes

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