Acetic Anhydride → 3-(2-Acetylhydrazino)-5-methyl-6-phenyl-1,2,4-triazine

HRID 2290345Notes

Reaction equation

HRID 2290345 reaction equation
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH:8]([C:10]1[N:11]=[N:12][C:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:14]([CH3:16])[N:15]=1)[NH2:9]>C(Cl)Cl>[C:5]([NH:9][NH:8][C:10]1[N:11]=[N:12][C:13]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:14]([CH3:16])[N:15]=1)(=[O:7])[CH3:6]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 15586409HCID 15586409, compound

Product 1

HCID 202321043-(2-Acetylhydrazino)-5-methyl-6-phenyl-1,2,4-triazineYield 92.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Acetic anhydride (1.6 g) was added dropwise to a stirred solution of 3-hydrazino-5-methyl-6-phenyl-1,2,4-triazine (3 g) in methylene chloride (30 ml) under ice cooling and then the stirring was continued for 15 minutes. The solution was washed with water, dried over sodium sulfate and concentrated under reduced pressure. The residue was crystallized from a mixture of methylene chloride and diisopropyl ether to give 3-(2-acetylhydrazino)-5-methyl-6-phenyl-1,2,4-triazine (3.37 g).

Workup

  1. washThe solution was washed with water
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was crystallized from a mixture of methylene chloride and diisopropyl ether

Sources & evidence

ORD record
ord-2f2f546234604515bd4be6334bbdba1d
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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