Acetic Acid → HCID 21715615, compound

HRID 1871888Notes

Reaction equation

HRID 1871888 reaction equation
C(O)(=O)C.CCC(C)=O.[CH3:10][O:11][C:12]1[CH:17]=[C:16]([O:18][CH3:19])[N:15]=[C:14]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([N+:27]([O-])=O)[C:22]=2[C:30]2[O:34][CH:33]=[N:32][CH:31]=2)[N:13]=1>[Ag].C(OCC)(=O)C>[NH2:27][C:23]1[CH:24]=[CH:25][CH:26]=[C:21]([O:20][C:14]2[N:15]=[C:16]([O:18][CH3:19])[CH:17]=[C:12]([O:11][CH3:10])[N:13]=2)[C:22]=1[C:30]1[O:34][CH:33]=[N:32][CH:31]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 6569Methyl Ethyl KetoneHCID 21715624HCID 21715624, compound

Product 1

HCID 21715615HCID 21715615, compound

Reagents, catalysts & solvents 2

HCID 23954SilverCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

0.24 g silver powder was suspended in 60% aqueous solution of acetic acid in a volume of 3.2 ml, and MEK solution of 0.6 g 5-[2-(4,6-dimethoxypyrimidine-2-yloxy)-6-nitrophenyl]oxazole was fed dropwise thereto at 50° C. while stirring, then the resulting solution was further stirred for 2 hours at 60-70° C. After completing the reaction, the solution reacted was added with ethyl acetate and was filtrated. The filtrate was washed with water and saturated saline solution in turn and was then dried by using anhydrous magnesium sulfate, and the solvent used was removed by distillation under reduced pressure. The residue obtained was purified by using silica gel column chromatography, affording the objective substance in an amount of 0.45 g.

Workup

  1. stirringthe resulting solution was further stirred for 2 hours at 60-70° C
  2. customthe reaction
  3. customthe solution reacted
  4. filtrationwas filtrated
  5. washThe filtrate was washed with water and saturated saline solution in turn
  6. customwas then dried
  7. customthe solvent used was removed by distillation under reduced pressure
  8. customThe residue obtained
  9. customwas purified
  10. customaffording the objective substance in an amount of 0.45 g

Sources & evidence

ORD record
ord-2b1dc46c3bee46038a16fbca4ca2268c
Source dataset
uspto-grants-2000_08
Patent number
US06107251

Reaction notes

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