Diethyl Phthalate → HCID 178469628, compound

HRID 2300244Notes

Reaction equation

HRID 2300244 reaction equation
C(O[C:4](=[O:24])[C:5](=[CH:11][NH:12][C:13]1[N:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:16]=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.C(OCC)(=O)C1C(=CC=CC=1)C(OCC)=O>CCCCCC>[OH:24][C:4]1[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][N:12]=[C:13]2[N:17]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:16]=[CH:15][C:14]=12

Participants

4

Reactant 2

HCID 6781Diethyl PhthalateHCID 22322171Diethyl {[(1-phenyl-5-pyrazolyl)amino]methylene}malonate

Product 1

HCID 178469628HCID 178469628, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 18.1 g. (0.055 mole) of diethyl{[(1-phenyl-5-pyrazolyl)amino]methylene}malonate and 150 ml of diethyl phthalate was heated at 240-250° for 1 hour. The mixture was chilled and diluted with hexane. Chilling and filtering gave crystals which were washed with hexane and with hexane-ethanol (1:1) to give 11 g. (70%) of off white crystals m.p. 149-150° C. From a similar small scale run 1.75 g. was recrystallized from 110 ml. of ethanol to give 1.58 g. of off white crystals, m.p. 149-150° C.

Workup

  1. additionA mixture of 18.1 g
  2. temperatureThe mixture was chilled
  3. temperatureChilling
  4. filtrationfiltering
  5. customgave crystals which
  6. washwere washed with hexane and with hexane-ethanol (1:1)
  7. customto give 11 g
  8. customwas recrystallized from 110 ml
  9. customof ethanol to give 1.58 g

Sources & evidence

ORD record
ord-33342ecbad124ae08541986ad45fcb17
Source dataset
uspto-grants-2002_12
Patent number
US06498167B2

Reaction notes

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