Methanol → HCID 15342560, compound

HRID 1532433Notes

Reaction equation

HRID 1532433 reaction equation
[C:1]([CH2:4][N:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([Cl:15])[CH:13]=2)[C:8](=[O:16])[NH:7][C:6]1=[O:17])([OH:3])=[O:2].S(=O)(=O)(O)O.[CH3:23]O>>[Cl:15][C:12]1[CH:13]=[C:14]2[C:9]([C:8](=[O:16])[NH:7][C:6](=[O:17])[N:5]2[CH2:4][C:1]([O:3][CH3:23])=[O:2])=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 10978024HCID 10978024, compound

Product 1

HCID 15342560HCID 15342560, compoundYield 86.5%

Procedure

To a suspension of 1-carboxymethyl-7-chloro-2,4(1H, 3H)-quinazolinedione (1) (5 g) in methanol (70 ml) was added concentrated sulfuric acid (1.92 g) at room temperature, and the reaction solution was refluxed for 20 hours. After the reaction solution was concentrated suitablely to half, water (20 ml) was added to adjust to pH 9 with 20% potassium carbonate solution (27 g). The resulting crystal was collected by filtration, washed with water and dried under vacuum to give 4.56 g of the desired compound (yield, 86.5%).

Workup

  1. temperaturethe reaction solution was refluxed for 20 hours
  2. concentrationAfter the reaction solution was concentrated suitablely to half, water (20 ml)
  3. additionwas added
  4. filtrationThe resulting crystal was collected by filtration
  5. washwashed with water
  6. customdried under vacuum

Sources & evidence

ORD record
ord-c3270010eb534c1593dbf9b566dd864b
Source dataset
uspto-grants-2001_03
Patent number
US06201121B1

Reaction notes

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