Urea → HCID 135900180, compound

HRID 884643Notes

Reaction equation

HRID 884643 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)/[CH:9]=[CH:10]/[C:11]2[CH:15]=[C:14]([CH3:16])[O:13][N:12]=2)=[CH:4][C:3]=1[CH3:18].[NH2:19][C:20]([NH2:22])=[O:21]>Cl.O1CCOCC1>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[C:10]([C:11]3[CH:15]=[C:14]([CH3:16])[O:13][N:12]=3)[NH:22][C:20](=[O:21])[N:19]=2)=[CH:4][C:3]=1[CH3:18]

Participants

4

Reactant 2

HCID 1176UreaHCID 59348986HCID 59348986, compound

Product 1

HCID 135900180HCID 135900180, compoundYield 4%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of (E)-1-(4-hydroxy-3-methylphenyl)-3-(5-methylisoxazol-3-yl)prop-2-en-1-one (200 mg, 0.8 mmol) and urea (56 mg, 4.0 mmol) in 4M HCl/dioxane (5 mL) was heated to 120° C. in a sealed vessel overnight. After cooling, the crude reaction mixture was purified by reverse-phase HPLC to give 9 mg of product.

Workup

  1. temperatureAfter cooling
  2. customthe crude reaction mixture
  3. customwas purified by reverse-phase HPLC

Sources & evidence

ORD record
ord-817eda140ec449e085baa3a161df5cb4
Source dataset
uspto-grants-2012_08
Patent number
US08242129B2

Reaction notes

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