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

HRID 2290357Notes

Reaction equation

HRID 2290357 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([NH:14][NH:15][C:16]([NH:18][CH3:19])=[O:17])[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[BH4-].[Na+]>CO>[CH3:1][CH:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][NH:5][C:4]([NH:14][NH:15][C:16]([NH:18][CH3:19])=[O:17])=[N:3]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20232058HCID 20232058, compound

Product 1

HCID 155863635-Methyl-3-(4-methylsemicarbazido)-6-phenyl-2,5-dihydro-1,2,4-triazineYield 64.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-Methyl-3-(4-methylsemicarbazido)-6-phenyl-1,2,4-triazine (3.8 g) was reacted with sodium borohydride (1.5 g) in methanol. The precipitates in the reaction mixture were collected by filtration, washed with water and with methanol, and then dissolved in dimethyl sulfoxide. To the solution was added water. The resultant precipitates were collected by filtration, washed with water and ethanol, and then dried to give pale yellow powder of 5-methyl-3-(4-methylsemicarbazido)-6-phenyl-2,5-dihydro-1,2,4-triazine (2.48 g), mp 214° C. (decomp.).

Workup

  1. customThe precipitates in the reaction mixture
  2. filtrationwere collected by filtration
  3. washwashed with water and with methanol
  4. dissolutiondissolved in dimethyl sulfoxide
  5. additionTo the solution was added water
  6. customThe resultant precipitates
  7. filtrationwere collected by filtration
  8. washwashed with water and ethanol
  9. customdried

Sources & evidence

ORD record
ord-68e9afa51f5743f6be3c15eeb7e17e46
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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