4-Oxobutanoic acid → HCID 178446142, compound

HRID 1664553Notes

Reaction equation

HRID 1664553 reaction equation
[CH2:1]([N:6]1[C:14]2[N:13]=[CH:12][NH:11][C:10]=2[C:9](=[O:15])[NH:8]/[C:7]/1=[N:16]\[NH2:17])[CH2:2][CH2:3][CH2:4][CH3:5].O=[CH:19][CH2:20][CH2:21][C:22]([OH:24])=[O:23]>CCO>[O:15]=[C:9]1[NH:8]/[C:7](=[N:16]\[N:17]=[CH:19]\[CH2:20][CH2:21][C:22]([OH:24])=[O:23])/[N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:14]2[N:13]=[CH:12][NH:11][C:10]1=2

Participants

4

Reactant 2

HCID 11124-Oxobutanoic acidHCID 178446164HCID 178446164, compound

Product 1

HCID 178446142HCID 178446142, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of (2E)-3-pentyl-3,7-dihydro-1H-purine-2,6-dione 2-hydrazone (1.0 g, 4.2 mmol) and 4-oxobutanoic acid (3.4 g, 15% in water, 5.1 mmol) in EtOH (70 ml) was refluxed for 1.5 hours. Evaporation of solvent gave the desired product (1.3 g, 96%) as a yellowish solid. LCMS calculated for C14H21N6O3 (M+H): 321.1. found: 321.1.

Workup

  1. temperaturewas refluxed for 1.5 hours
  2. customEvaporation of solvent

Sources & evidence

ORD record
ord-0b2272b2a8b446e9a77562504587c569
Source dataset
uspto-grants-2011_10
Patent number
US08039478B2

Reaction notes

Loading…