Acetylacetone → 5-Methoxy-3-(4-(4-oxopent-2-en-2-ylamino)-3-methylphenyl)-3H-(1,3,4)oxadiazol-2-one

HRID 840732Notes

Reaction equation

HRID 840732 reaction equation
[CH3:1][O:2][C:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([CH3:16])[CH:10]=2)[N:4]=1.[C:17]([CH2:20][C:21](=O)[CH3:22])(=[O:19])[CH3:18]>C(O)(=O)C>[CH3:1][O:2][C:3]1[O:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:21](=[CH:20][C:17](=[O:19])[CH3:18])[CH3:22])=[C:11]([CH3:16])[CH:10]=2)[N:4]=1

Participants

4

Reactant 2

HCID 31261AcetylacetoneHCID 98778575-methoxy-3-(4-amino-3-methylphenyl)-3H-(1,3,4)-oxadiazol-2-one

Product 1

HCID 699697415-Methoxy-3-(4-(4-oxopent-2-en-2-ylamino)-3-methylphenyl)-3H-(1,3,4)oxadiazol-2-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The latter compound was obtained by reacting 5-methoxy-3-(4-amino-3-methylphenyl)-3H-(1,3,4)oxadiazol-2-one with equimolar amounts of acetylacetone in glacial acetic acid at 80° C. and was isolated by precipitation by adding water and filtration.

Workup

  1. customThe latter compound was obtained
  2. customat 80° C.
  3. customwas isolated by precipitation
  4. additionby adding
  5. filtrationwater and filtration

Sources & evidence

ORD record
ord-2edfe84c4ea2413eada3866ac46fc33c
Source dataset
uspto-grants-2002_04
Patent number
US06369088B2

Reaction notes

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