Pirquinozol → 2-(n-Butyloxymethyl)pyrazolo[1,5-c]quinazolin-5(6H)-one

HRID 1763507Notes

Reaction equation

HRID 1763507 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(O)(=O)CCC>[CH2:2]([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)[CH2:3][CH2:15][CH3:14]

Participants

3

Reactant 1

HCID 135449340Pirquinozol

Product 1

HCID 1357375682-(n-Butyloxymethyl)pyrazolo[1,5-c]quinazolin-5(6H)-oneYield 148.5%

Reagents, catalysts & solvents 1

HCID 264Butyric AcidSolvent

Procedure

2-(Hydroxymethyl)pyrazolo[1,5-c]quinazolin-5(6H)-one (3.0 g, 0.0139 mole) is suspended in 250 ml of n-butyric acid and refluxed overnight under nitrogen. The resultant solution is stripped to a solid which is crystallized from a mixture of ethyl acetate-absolute ethanol to give 2.8 g of product (71% yield), m.p. 170°-172°. An analytical sample is prepared by recrystallizing the above material from ethyl acetate-absolute ethanol (1:4) to give 2.5 g of pure title compound, m.p. 170°-172°.

Workup

  1. temperaturerefluxed overnight under nitrogen
  2. customis crystallized from a mixture of ethyl acetate-absolute ethanol

Sources & evidence

ORD record
ord-a4f6c334a4734cd4ababb7bb87809b92
Source dataset
uspto-grants-1978_09
Patent number
US04112096

Reaction notes

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