Ethyl Acetate → 6-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedione

HRID 81406

Reaction equation

HRID 81406 reaction equation
Cl[C:2]1[N:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6](=[O:12])[N:5]([CH3:13])[C:4](=[O:14])[CH:3]=1.CCOC(C)=O.O.[NH2:22][NH2:23]>CCO>[NH:22]([C:2]1[N:7]([CH2:8][CH:9]([CH3:11])[CH3:10])[C:6](=[O:12])[N:5]([CH3:13])[C:4](=[O:14])[CH:3]=1)[NH2:23]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 24654Hydrazine hydrate (1:1)HCID 52825666-Chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione

Product 1

HCID 193560846-hydrazino-1-isobutyl-3-methyl-2,4(1H,3H)-pyrimidinedioneYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 6-chloro-1-isobutyl-3-methylpyrimidine-2,4(1H,3H)-dione (2.0 g 9.3 mmol) in EtOH (8 mL), hydrazine monohydrate (1.3 mL) in EtOH (3 mL) is added slowly. The reaction mixture is refluxed for 5 hours, and then cooled. A large amount of AcOEt is added into the reaction mixture, and then cooled and filtered to give 1.95 g of product as yellowish solids (Yield: 100%).

Workup

  1. temperatureThe reaction mixture is refluxed for 5 hours
  2. temperaturecooled
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-5586246a7da9453fb6b09899cf17cc2d
Source dataset
uspto-grants-2014_09
Patent number
US08846693B2

Linked notes

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