2-Hydroxy-1-phenyl-1-propanone → HCID 86745226, compound

HRID 973978Notes

Reaction equation

HRID 973978 reaction equation
[OH:1][CH:2]([CH3:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([NH:20][NH2:21])=[O:19]>CCOCCO>[N:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]([NH:20][N:21]=[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH:2]([OH:1])[CH3:11])=[O:19]

Participants

4

Reactant 2

HCID 1011212-Hydroxy-1-phenyl-1-propanoneHCID 255881Picolinohydrazide

Product 1

HCID 86745226HCID 86745226, compoundYield 46.7%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

21.5 g of 2-hydroxypropiophenone and 20.6 g of picolinic acid hydrazide are stirred in 250 ml of ethyl cellosolve for 18 hours at 110° C. and then for 2 hours at room temperature. The light yellow solution is concentrated on a rotary evaporator to approx. 50% of its volume. The yellow crystals which have precipitated are isolated by filtration and washed with isopropanol and then with water. After the crystals have been dried under vacuum at 50° C., 18 g of 2-hydroxypropiophenone picolinoylhydrazone are obtained which gives the following microanalysis:

Workup

  1. concentrationThe light yellow solution is concentrated on a rotary evaporator to approx. 50% of its volume
  2. customThe yellow crystals which have precipitated
  3. customare isolated by filtration
  4. washwashed with isopropanol
  5. customAfter the crystals have been dried under vacuum at 50° C.

Sources & evidence

ORD record
ord-99194d1a20c545b8a0f85a89cf8bcd2c
Source dataset
uspto-grants-1991_11
Patent number
US05066695

Reaction notes

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