4-Aminophenol → HCID 20335437, compound

HRID 1706361Notes

Reaction equation

HRID 1706361 reaction equation
[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([C:13]([O:15]CC)=O)[C:9]([CH3:18])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:19]1[C:24]([NH2:25])=[CH:23][CH:22]=[C:21]([OH:26])[CH:20]=1>C1(C)C(C)=CC=CC=1>[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([C:13](=[O:15])[NH:25][C:24]3[CH:19]=[CH:20][C:21]([OH:26])=[CH:22][CH:23]=3)[C:9]([CH3:18])=[N:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 4034-AminophenolHCID 608210ethyl 3-methyl-5-oxo-1-phenyl-4H-pyrazole-4-carboxylate

Product 1

HCID 20335437HCID 20335437, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

The solution of 2.2 g of 1-phenyl-3-methyl-4-carbethoxy-2-pyrazolin-5-one and 1.1 g of p-aminophenol in 120 ml xylene is refluxed for one hour, and 15 ml of the solvent are distilled off gradually to remove water. The cooled mixture is filtered and evaporated, the residue crystallized from warm methanol and recrystallized from ethyl acetate, to yield the 1-phenyl-3-methyl-4-(p-hydroxyphenylcarbamoyl)-2-pyrazolin-5-one melting at 135°-140° and remelting at 225°; it contains half a mole of ethyl acetate as solvate.

Workup

  1. distillation15 ml of the solvent are distilled off gradually
  2. customto remove water
  3. filtrationThe cooled mixture is filtered
  4. customevaporated
  5. customthe residue crystallized
  6. temperaturefrom warm methanol
  7. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-7b6c65862ca94934a410c7d55a03d601
Source dataset
uspto-grants-1980_06
Patent number
US04207317

Reaction notes

Loading…