Hydrochloric Acid → HCID 15082720, compound

HRID 2081686Notes

Reaction equation

HRID 2081686 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[C:11]1(=O)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1.Cl>C(O)C>[F:2][C:3]1[CH:8]=[CH:7][C:6]2[NH:9][C:13]3[C:14]4[C:19]([CH2:11][C:12]=3[C:5]=2[CH:4]=1)=[CH:18][CH:17]=[CH:16][CH:15]=4

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 67351-IndanoneHCID 699814-Fluorophenylhydrazine hydrochloride

Product 1

HCID 15082720HCID 15082720, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-fluorophenylhydrazine hydrochloride (1.83 g, 11.25 mM) and 1-indanone (1.49 g) in ethanol (20 cm3) was heated to reflux, and conc. hydrochloric acid was (1 cm3) added. Heating was continued for 5 hours, and the reaction mixture was cooled. The product which crystallised out from the cold solution as coloured platelets, was collected by filtration and dried (1.90 g, 75%). M.p. 225°-227° C. (from ethyl acetate/petrol [60°-80 ]). 1H NMR (CDCl3) δ: 8.3 (1H, br, s), 7.6-6.9 (7H, m), 3.70 (2H, s).

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. additionadded
  4. temperatureHeating
  5. temperaturethe reaction mixture was cooled
  6. customThe product which crystallised out from the cold solution
  7. filtrationwas collected by filtration
  8. customdried (1.90 g, 75%)
  9. customM.p. 225°-227° C. (from ethyl acetate/petrol [60°-80 ])

Sources & evidence

ORD record
ord-f85b52dbdb4648999747a6597d93003e
Source dataset
uspto-grants-1993_02
Patent number
US05185360

Reaction notes

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