Formic Acid → HCID 178517978, compound

HRID 358402Notes

Reaction equation

HRID 358402 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH2:9][C:10](N)=[O:11].S(=O)(=O)(O)O.[CH:18](O)=O>C1(C)C(C)=CC=CC=1.O>[C:1]1([N:7]2[CH:18]=[N:9][C:10]([OH:11])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 284Formic AcidHCID 1118Sulfuric Acid2×HCID 1176UreaHCID 7516Phenylhydrazine

Product 1

HCID 178517978HCID 178517978, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7237O-XyleneSolvent

Conditions

Temperature
135 °C

Procedure

108 g (1 mol) of phenyl hydrazine and 60 g (1 mol) of urea were suspended in 500 ml of xylene and 111 g (1 mol) of concentrated sulfuric acid were added while stirring vigorously. The mixture was heated for 2.5 hours at 135° C. and water formed was separated via a water separator. After cooling to 90° C. 135.2 g (2.5 mols) of 85% formic acid and 25 g (0.25 mol) of concentrated sulfuric acid were added successively and the mixture was further heated for 6 hours at 95° C. After cooling, the product was filtered off, washed thoroughly with water until free from acid and dried in vacuo at 100° C. There were obtained 124.6 g (77.5% of the theory) of 1-phenyl-3-hydroxy-1,2,4-triazole having a melting point of 281°-282° C.

Workup

  1. customwas separated via a water separator
  2. temperatureAfter cooling to 90° C
  3. temperaturethe mixture was further heated for 6 hours at 95° C
  4. temperatureAfter cooling
  5. filtrationthe product was filtered off
  6. washwashed thoroughly with water until free from acid
  7. customdried in vacuo at 100° C

Sources & evidence

ORD record
ord-8735f9213f4e48dbaf3b9b50f2352ed5
Source dataset
uspto-grants-1984_08
Patent number
US04467098

Reaction notes

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