Ethyl ketone → HCID 178446841, compound

HRID 1049839Notes

Reaction equation

HRID 1049839 reaction equation
[NH:1]([C:3]1[N:8]=[CH:7][N:6]=[C:5]([OH:9])[CH:4]=1)[NH2:2].N(C1NC=NC(=O)C=1)N.[CH3:19][CH2:20][C:21](=O)[CH2:22][CH3:23]>C(O)C>[CH3:19][CH2:20][C:21](=[N:2][NH:1][C:3]1[N:8]=[CH:7][N:6]=[C:5]([OH:9])[CH:4]=1)[CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 7288Ethyl ketoneHCID 178514312HCID 178514312, compound

Product 1

HCID 178446841HCID 178446841, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
3 °C

Procedure

A mixture comprising 5.0 g (39.6 mmol) 6-hydrazinopyrimidin-4-ol/6-hydrazinopyrimidin-4(1H)-one (CAS-No: 29939-37-5), 5.12 g pentan-3-one and 80.8 mL ethanol was heated under reflux for 2 hours. After cooling to 3° C., the precipitated solid was filtered off and washed with diethyl ether to give 5.82 g (72%) of the title compound.

Workup

  1. temperatureunder reflux for 2 hours
  2. filtrationthe precipitated solid was filtered off
  3. washwashed with diethyl ether

Sources & evidence

ORD record
ord-126f462a7a8b42b9ba48b7cfae07b331
Source dataset
uspto-grants-2016_07
Patent number
US09382255B2

Reaction notes

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