2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 136140506, compound

HRID 1594395Notes

Reaction equation

HRID 1594395 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([NH2:12])[NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC1(C)[O:21][C:19](=O)[CH2:18][C:16](=O)O1>CCO>[C:1]1([C:7]2[NH:8][N:9]=[C:10]3[C:11]=2[CH:16]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:18][C:19](=[O:21])[NH:12]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 1366553-Amino-5-phenylpyrazole

Product 1

HCID 136140506HCID 136140506, compoundYield 142.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

To 3-phenyl-1H-pyrazol-5-amine (0.20 g, 1.26 mmol) in EtOH (8 mL) was benzaldehdye (0.14 mL, 1.39 mmol) followed by Meldrum's Acid (0.318 g, 1.39 mmol) and then the reaction was heated to 75° C. After 1.5 hr, the reaction mixture was cooled to room temperature and placed in an ice bath. The product was filtered off and dried under reduced pressure to give the title compound (0.26 g, 71% yield) as a white solid. LRMS m/z (APCI+) 290 (M+1).

Workup

  1. temperaturethe reaction mixture was cooled to room temperature
  2. customplaced in an ice bath
  3. filtrationThe product was filtered off
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-dbe2f036d26d4f36bba80d45a0ba69ab
Source dataset
uspto-grants-2007_11
Patent number
US07300944B2

Reaction notes

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