Hydrochloric Acid → HCID 135411164, compound

HRID 1386276Notes

Reaction equation

HRID 1386276 reaction equation
[Na].[CH3:2][O:3][CH2:4][CH2:5][OH:6].F[C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:18])[NH:13][CH:14]=[N:15]2)=[CH:10][CH:9]=1.Cl>O>[CH3:2][O:3][CH2:4][CH2:5][O:6][C:8]1[CH:17]=[C:16]2[C:11]([C:12](=[O:18])[NH:13][CH:14]=[N:15]2)=[CH:10][CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 80192-MethoxyethanolHCID 5360545SodiumHCID 1353984967-Fluoroquinazolin-4(3H)-one

Product 1

HCID 135411164HCID 135411164, compoundYield 58%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium (400 mg, 17 mmol) was added carefully to 2-methoxyethanol (10 ml) and the mixture heated at reflux for 30 minutes. 7-Fluoro-3,4-dihydroquinazolin-4one (750 mg, 4.57 mmol) was added to the resulting solution and the mixture heated at reflux for 15 hours. The mixture was cooled and poured into water (250 ml). The mixture was acidified to pH4 with concentrated hydrochloric acid. The resulting solid product was collected by filtration, washed with water and then with ether, and dried under vacuum to give 7-(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one (580 mg, 58%).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 30 minutes
  3. temperaturethe mixture heated
  4. temperatureat reflux for 15 hours
  5. temperatureThe mixture was cooled
  6. filtrationThe resulting solid product was collected by filtration
  7. washwashed with water
  8. dry with materialwith ether, and dried under vacuum

Sources & evidence

ORD record
ord-16d74050dff143ffb655fcb5b04d5c0c
Source dataset
uspto-grants-2001_07
Patent number
US06265411B1

Reaction notes

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