Sulfuric Acid → 1H-Pyrazole, 4,5-diamine-1-methyl-, sulfate (1:1)

HRID 459605

Reaction equation

HRID 459605 reaction equation
[NH2:1][C:2]1[N:6]([CH3:7])[N:5]=[CH:4][C:3]=1[N:8]=O.[S:10](=[O:14])(=[O:13])([OH:12])[OH:11]>[Pd]>[S:10]([OH:14])([OH:13])(=[O:12])=[O:11].[NH2:8][C:3]1[CH:4]=[N:5][N:6]([CH3:7])[C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 128515805-Amino-1-methyl-4-nitrosopyrazole

Product 1

HCID 219045711H-Pyrazole, 4,5-diamine-1-methyl-, sulfate (1:1)Yield 81%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a suspension of 5-amino-1-methyl-4-nitrosopyrazole (117 g) were added sulfuric acid (91 g) and 10% palladium on carbon (58 g). The mixture was hydrogenated under balloon pressure for 10 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo. To the concentrate was added isopropyl alcohol (2.3 L) and the mixture was stirred for 1 hour. The precipitated solid was collected by filtration and dried to give 4,5-diamino-1-methylpyrazole sulfate (158 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionTo the concentrate was added isopropyl alcohol (2.3 L)
  4. filtrationThe precipitated solid was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-1459ee86360e4a5983e2cbbf48c65e94
Source dataset
uspto-grants-2007_03
Patent number
US07192943B2

Linked notes

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