Hydrochloric Acid → HCID 20232116, compound

HRID 2290362Notes

Reaction equation

HRID 2290362 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11]([NH:14][NH2:15])=[N:10][C:9]=2[CH3:16])=[CH:4][CH:3]=1.Cl>C(O)C.[Pd]>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]([CH3:16])[N:10]=[C:11]([NH:14][NH2:15])[NH:12][N:13]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20232011HCID 20232011, compound

Product 1

HCID 20232116HCID 20232116, compoundYield 80.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6-(4-Chlorophenyl)-3-hydrazino-5-methyl-1,2,4-triazine (4.36 g) was dissolved in ethanol (70 ml) containing anhydrous hydrogen chloride, and then hydrogenated over 5% palladium on carbon (0.73 g) under atmospheric pressure at room temperature. After the theoretical amount of hydrogen gas was absorbed, the catalyst was filtered off. The filtrate was evaporated under reduced pressure to give a residual solid, which was recrystallized from diluted hydrochloric acid to give colorless crystals of 6-(4-chlorophenyl)-3-hydrazino-5-methyl-2,5-dihydro-1,2,4-triazine hydrochloride (2.04 g), m.p. 207°~208° C.

Workup

  1. customAfter the theoretical amount of hydrogen gas was absorbed
  2. filtrationthe catalyst was filtered off
  3. customThe filtrate was evaporated under reduced pressure
  4. customto give a residual solid, which
  5. customwas recrystallized from diluted hydrochloric acid

Sources & evidence

ORD record
ord-23e2b66d3e65456a8bdf8578268ebb46
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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