Hydrochloric Acid → 3-(3,4-Dichlorophenyl)pyrazole

HRID 872863Notes

Reaction equation

HRID 872863 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13](C3CCCCO3)[N:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8].Cl>CCO>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[NH:13][N:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70656144HCID 70656144, compound

Product 1

HCID 27360753-(3,4-Dichlorophenyl)pyrazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-(3,4-Dichlorophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (2.840 g, 9.56 mmol) and 10% HCl in EtOH (1.9 mmol/ml) (10 ml) were added into a flask and stirred over the weekend at RT. The mixture was then evaporated. Water (45 ml) was added and the mixture was neutralized with saturated NaHCO3. The mixture was extracted with ethyl acetate and the combined organic phases dried with Na2SO4. The drying agent was filtered off and the resulting mixture evaporated and dried with vacuum at 40° C. The product was used as such, without any further purifications. 1H-NMR (400 MHz; DMSO-d6): δ 6.83-6.86 (m, 1H), 7.65 (d, 1H), 7.72-7.86 (m, 2H), 8.05 (d, 1H), 13.06 (s, 1H).

Workup

  1. customThe mixture was then evaporated
  2. additionWater (45 ml) was added
  3. extractionThe mixture was extracted with ethyl acetate
  4. dry with materialthe combined organic phases dried with Na2SO4
  5. filtrationThe drying agent was filtered off
  6. customthe resulting mixture evaporated
  7. customdried with vacuum at 40° C

Sources & evidence

ORD record
ord-fd99d280fa10494ab88a74c37c8128ec
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

Loading…