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

HRID 1065487

Reaction equation

HRID 1065487 reaction equation
C[N:2]([CH:4]=[N:5][C:6]([C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1)=O)C.[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([NH:23]N)=[CH:19][CH:18]=1)([O-:16])=[O:15].C(O)(=O)C>O1CCOCC1>[N+:14]([C:17]1[CH:22]=[CH:21][C:20]([N:23]2[C:6]([C:8]3[CH:13]=[N:12][CH:11]=[CH:10][N:9]=3)=[N:5][CH:4]=[N:2]2)=[CH:19][CH:18]=1)([O-:16])=[O:15]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 3310889(4-Nitrophenyl)hydrazineHCID 16727655N-[(Dimethylamino)methylene]pyrazine-2-carboxamide

Product 1

HCID 12850299[1-(p-Nitrophenyl)-1H-1,2,4-triazol-5-yl]pyrazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A 10.0 g. portion of N-(dimethylaminomethylene)pyrazine carboxamide is added to a mixture of 10.3 g. of 4-nitrophenylhydrazine, 200 ml. of acetic acid and 50 ml. of p-dioxane. The mixture is heated at 90° for 5 hours and evaporated to dryness in vacuo. The residue is recrystallized from ethanol giving 9.0 g. of the desired product as tan crystals, mp. 188°-189° C.

Workup

  1. temperatureThe mixture is heated at 90° for 5 hours
  2. customevaporated to dryness in vacuo
  3. customThe residue is recrystallized from ethanol giving 9.0 g

Sources & evidence

ORD record
ord-fc6357455ad44e8aa71868f8539e7e91
Source dataset
uspto-grants-1982_05
Patent number
US04329463

Linked notes

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