2-(4-Chlorophenyl)ethylamine → HCID 72192372, compound

HRID 626463Notes

Reaction equation

HRID 626463 reaction equation
CS[C:3]1[NH:4][C:5](=[O:14])[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][N:8]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH2:24])=[CH:18][CH:17]=1>C(O)C>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][NH:24][C:3]2[NH:4][C:5](=[O:14])[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][N:8]=2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 674302-(4-Chlorophenyl)ethylamineHCID 239049Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Product 1

HCID 72192372HCID 72192372, compoundYield 25.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

The mixture of ethyl 2-(methylthio)-6-oxo-1,6-dihyropyrimidine-5-carboxylate (333 mg, 1.554 mmol) and 2-(4-chlorophenyl)ethanamine (242 mg, 1.554 mmol) were dissolved in 10 mL of ethanol and heated at 80° C. overnight. After heating, the solution was run on thin layer chromatography and filtered. The precipitate was collected and stored. 1H-NMR confirmed the product (126 mg, 25.2% yield).

Workup

  1. temperatureAfter heating
  2. filtrationfiltered
  3. customThe precipitate was collected

Sources & evidence

ORD record
ord-d804802ae42749e7b47a4094db9713f9
Source dataset
uspto-grants-2016_04
Patent number
US09309232B2

Reaction notes

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