Hydrochloric Acid → HCID 178470434, compound

HRID 27693Notes

Reaction equation

HRID 27693 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=2)[N:5]=[N:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].Cl>N1C=CC=CC=1>[Cl:13][C:10]1[CH:11]=[CH:12][C:7]([NH:6][C:2]2[N:1]=[N:5][NH:4][C:3]=2[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 7464933Ethyl 5-amino-1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate

Product 1

HCID 178470434HCID 178470434, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of ethyl 5-amino-1-(p-chlorophenyl)-1,2,3-triazole-4-carboxylate (10 g) in dry pyridine (50 ml) was refluxed for 6 hrs. and the cooled solution poured into dilute hydrochloric acid. The precipitated solid was filtered off and recrystallised from 90% ethanol to give 10 g (100%) of the rearrangement product of mp 161° C. (lit mp 162° C. Ger Offen No. 2,009,134 [1970]). (Found; C, 49.46; H, 4.31; N, 20.85; C11H11CIN4O2 requires; C, 49.54; H, 4.16; N, 21.01%).

Workup

  1. filtrationThe precipitated solid was filtered off
  2. customrecrystallised from 90% ethanol

Sources & evidence

ORD record
ord-de20357b97434d4998e8fa49232530da
Source dataset
uspto-grants-1980_09
Patent number
US04223032

Reaction notes

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