HCID 178470432, compound → HCID 178524930, compound

HRID 27688Notes

Reaction equation

HRID 27688 reaction equation
[NH:1]([C:8]1[N:9]=[N:10][NH:11][C:12]=1[C:13]([O:15]CC)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[OH-].[Na+]>[NH:1]([C:8]1[N:9]=[N:10][NH:11][C:12]=1[C:13]([OH:15])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 178470432HCID 178470432, compound

Product 1

HCID 178524930HCID 178524930, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Hydrolysis of ethyl 4-anilino-1,2,3-triazole-5-carboxylate (9.29 g; 0.04 mole) with 1.25 N sodium hydroxide (200 ml) at 90° C. for 18 hrs. gave the free acid in quantitative yield. Recrystallisation from water containing a minimum of ethanol gave material of mp 149.5-150.5° C. (dec) (lit. mp. 153° C., O. Dimroth Annalen 364 183 [1909]), (Found; C, 52.88; H, 4.14; N, 27.36; C9H8N4O2 requires; C, 52.94; H, 3.95; N, 27.44%).

Workup

  1. customgave the free acid in quantitative yield
  2. customRecrystallisation from water containing a minimum of ethanol
  3. customgave material of mp 149.5-150.5° C. (dec) (lit. mp. 153° C.

Sources & evidence

ORD record
ord-deab7e642fcd4d3ba843a031f3516e85
Source dataset
uspto-grants-1980_09
Patent number
US04223032

Reaction notes

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