4-Aminobiphenyl → HCID 89873329, compound

HRID 626458Notes

Reaction equation

HRID 626458 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.[C:15]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1>C(O)C>[C:15]1([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:16]=[CH:17][C:18]([NH:21][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:19][CH:20]=1

Participants

4

Reactant 2

HCID 71024-AminobiphenylHCID 239049Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate

Product 1

HCID 89873329HCID 89873329, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate (60 mg, 0.233 mmol) was added to 1,1′-biphenyl-4-amine (79 mg, 0.467 mmol) dissolved in ethanol. The solution was heated in an oil bath to 80° C., while stirring, in reflux, for 72 hours. The sample was filtered and dried. 1H-NMR confirmed the structure (31 mg, 40% yield).

Workup

  1. temperaturein reflux, for 72 hours
  2. filtrationThe sample was filtered
  3. customdried

Sources & evidence

ORD record
ord-fbaeb7a2f949423f8222946a7823b797
Source dataset
uspto-grants-2016_04
Patent number
US09309232B2

Reaction notes

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