p-Toluenesulfonic acid → HCID 178433514, compound

HRID 2106567Notes

Reaction equation

HRID 2106567 reaction equation
[C:1]1([NH:7][NH:8][C:9]([NH2:11])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:12]1(C)C=CC(S(O)(=O)=O)=C[CH:13]=1>C(OC)(OC)(OC)C>[OH:10][C:9]1[N:11]=[C:12]([CH3:13])[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 61002Phenicarbazide

Product 1

HCID 178433514HCID 178433514, compound

Reagents, catalysts & solvents 1

HCID 15050Trimethyl orthoacetateSolvent

Procedure

Twenty-five g of 1-phenylsemicarbazide and 150 ml of trimethyl orthoacetate were combined, and 100 mg of p-toluenesulfonic acid was added. The mixture was stirred on a steam bath for 5 hours, and was then cooled and evaporated under vacuum. The residue was recrystallized from ethanol to obtain 24.6 g of the desired product.

Workup

  1. temperaturewas then cooled
  2. customevaporated under vacuum
  3. customThe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-a9103f2865584205ae93ca2f85d48227
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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