Sulfuric Acid → HCID 58259152, compound

HRID 509961Notes

Reaction equation

HRID 509961 reaction equation
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]([O:12][CH3:13])=[O:11])[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:6]=1)=[O:4].O1CCOCC1.S(=O)(=O)(O)O>O>[CH3:13][O:12][C:10]([C:8]1[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[N:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=1)=[O:11]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 312751,4-DioxaneHCID 58259483HCID 58259483, compound

Product 1

HCID 58259152HCID 58259152, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
65 °C

Procedure

In a round bottom flask, 1-(4-methoxy-benzyl)-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester (104, 28.5 g, 93.6 mmol) was combined with 100 mL of water and 20 mL of 1,4-dioxane. Sulfuric acid (5.5 mL, 100 mmol) and 2.0 mL of water were added and the reaction was stirred for 2 days at 60-70° C. The reaction was concentrated under vacuum until a precipitate formed. The solid was collected by filtration and washed with cold water several times to provide the desired compound. 1H NMR was consistent with the compound structure.

Workup

  1. concentrationThe reaction was concentrated under vacuum until a precipitate
  2. customformed
  3. filtrationThe solid was collected by filtration
  4. washwashed with cold water several times

Sources & evidence

ORD record
ord-6067817b724b482bb3d344ce1a5a6df6
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

Loading…