Acetic Acid → 2-[1-(p-Chlorophenyl)-1H-1,2,4-triazol-5-yl]pyrazine

HRID 1065485Notes

Reaction equation

HRID 1065485 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][NH2:10])=[CH:5][CH:4]=1.[OH-].[Na+].C(O)(=O)C.CN([CH:20]=[N:21][C:22]([C:24]1[CH:29]=[N:28][CH:27]=[CH:26][N:25]=1)=O)C>O1CCOCC1>[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:22]([C:24]3[CH:29]=[N:28][CH:27]=[CH:26][N:25]=3)=[N:21][CH:20]=[N:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 16727655N-[(Dimethylamino)methylene]pyrazine-2-carboxamide

Product 1

HCID 128502962-[1-(p-Chlorophenyl)-1H-1,2,4-triazol-5-yl]pyrazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 12.1 g. of 4-chlorophenylhydrazine hydrochloride in a mixture of 13.5 ml. of 5 N sodium hydroxide, 100 ml. of 30% aqueous acetic acid and 50 ml. of p-dioxane is added 10.0 g. of N-(dimethylaminomethylene pyrazinecarboxamide. The procedure of Example 2 is then followed giving 3.8 g. of the desired product as tan crystals, mp. 129°-131° C.

Workup

  1. customThe procedure of Example 2 is then followed giving 3.8 g

Sources & evidence

ORD record
ord-36441536f6974381807310e7cf6117b9
Source dataset
uspto-grants-1982_05
Patent number
US04329463

Reaction notes

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