Benzoic Acid → HCID 135737593, compound

HRID 1448176Notes

Reaction equation

HRID 1448176 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:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.C(=O)(O)[O-].[Na+]>>[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:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 243Benzoic AcidHCID 516892Sodium BicarbonateHCID 135449340Pirquinozol

Product 1

HCID 135737593HCID 135737593, compoundYield 85%

Procedure

A mixture of 3.0 g (0.014 mole) of 2-(hydroxymethyl)-pyrazolo[1,5-c]quinazolin-5(6H)-one and 100 g of benzoic acid is heated at the point of fusion (140°-145°, silicone oil bath) under nitrogen for 18 hours (using a magnetic stirrer for agitation). The melt is poured into a well stirred solution of 1 molar sodium bicarbonate, the insoluble solid filtered, washed with water and dried to give (3.8 g, 85%) of the title compound, m.p. 262°-265°. An analytical sample is prepared by recrystallizing 0.5 g of this material from dioxane-isopropyl ether, m.p. 270°-272°.

Workup

  1. additionThe melt is poured into a well
  2. filtrationthe insoluble solid filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-de3ea0706df741168abd827b6ba1078e
Source dataset
uspto-grants-1979_12
Patent number
US04179561

Reaction notes

Loading…