Acetic Acid → 2-[(Acetyloxy)methyl]pyrazolo[1,5-c]quinazolin-5(6H)-one

HRID 1763503Notes

Reaction equation

HRID 1763503 reaction equation
[OH:1][CH2:2][C:3]1[CH:15]=[C:14]2[N:5]([C:6](=[O:16])[NH:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=32)[N:4]=1.[C:17](O)(=[O:19])[CH3:18]>C(OCC)(=O)C>[C:17]([O:1][CH2:2][C:3]1[CH:15]=[C:14]2[N:5]([C:6](=[O:16])[NH:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=32)[N:4]=1)(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 1354493402-(Hydroxymethyl)pyrazolo(1,5-c)quinazolin-5(6H)-one

Product 1

HCID 1356892672-[(Acetyloxy)methyl]pyrazolo[1,5-c]quinazolin-5(6H)-one

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Three grams (0.014 mole) of the product of Example 3 [2-(hydroxymethyl)pyrazolo[1,5-c]quinazolin-5(6H)-one] is refluxed with 250 ml of glacial acetic acid for 20 hours under nitrogen. The solution is cooled and stripped to a solid residue which is dissolved in a mixture of ethyl acetate-absolute ethanol. The volume of solution is reduced and the concentrated solution set aside at 5°. The precipitate is filtered off to give 3.5 g of product. Recrystallization from ethyl acetate-absolute ethanol gives 3.1 g of analytically pure title compound, m.p. 177°-179°.

Workup

  1. temperatureThe solution is cooled
  2. customset aside at 5°
  3. filtrationThe precipitate is filtered off

Sources & evidence

ORD record
ord-42d1377fe81747cd83ea15d2c8fe31a9
Source dataset
uspto-grants-1978_09
Patent number
US04112096

Reaction notes

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