Sodium borohydride → 3-(2-Acetylhydrazino)-5-methyl-6-phenyl-2,5-dihydro-1,2,4-triazine

HRID 2290346Notes

Reaction equation

HRID 2290346 reaction equation
[BH4-].[Na+].[C:3]([NH:6][NH:7][C:8]1[N:9]=[N:10][C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:12]([CH3:14])[N:13]=1)(=[O:5])[CH3:4]>CO>[C:3]([NH:6][NH:7][C:8]1[NH:9][N:10]=[C:11]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:12]([CH3:14])[N:13]=1)(=[O:5])[CH3:4]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 202321043-(2-Acetylhydrazino)-5-methyl-6-phenyl-1,2,4-triazine

Product 1

HCID 155863563-(2-Acetylhydrazino)-5-methyl-6-phenyl-2,5-dihydro-1,2,4-triazineYield 41.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (1.11 g) was added to a stirred solution of 3-(2-acetylhydrazino)-5-methyl-6-phenyl-1,2,4-triazine (3.29 g) in methanol (30 ml) at room temperature and then the stirring was continued for 1 hour. The precipitates were collected by filtration, washed successively with water, methanol, and diisopropyl ether, and then recrystallized from a mixture of methanol and water to give colorless crystals of 3-(2-acetylhydrazino)-5-methyl-6-phenyl-2,5-dihydro-1,2,4-triazine (1.39 g), m.p. 204.5°~205° C. (decomp.).

Workup

  1. filtrationThe precipitates were collected by filtration
  2. washwashed successively with water, methanol, and diisopropyl ether
  3. customrecrystallized from a mixture of methanol and water

Sources & evidence

ORD record
ord-3d6f21ba2e474f4984ba4d6682eaff34
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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