Sulfuric Acid → 2-(4-Amino-5-(methylamino)-1H-pyrazol-1-yl)ethanol

HRID 1376892Notes

Reaction equation

HRID 1376892 reaction equation
Br[C:2]1[C:6]([N+:7]([O-])=O)=[C:5]([NH:10][CH3:11])[N:4]([CH2:12][CH2:13][OH:14])[N:3]=1.S(=O)(=O)(O)O>C(O)(C)C>[NH2:7][C:6]1[CH:2]=[N:3][N:4]([CH2:12][CH2:13][OH:14])[C:5]=1[NH:10][CH3:11]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 229186273-Bromo-1-(2'hydroxyethyl)-5-methylamino-4-nitropyrazole

Product 1

HCID 120118842-(4-Amino-5-(methylamino)-1H-pyrazol-1-yl)ethanolYield 64%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

2.65 g (10 mmoles) of 3-bromo-1-(2'-hydroxyethyl)-5-methylamino-4-nitropyrazole are hydrogenated for 4 hours according to method (1). After adding 1 g (10 mmoles) sulfuric acid and 10 ml isopropanol, the product separates. 1 g (40 percent of theory) of 4-amino-1-(2'-hydroxyethyl)-5-methylaminopyrazole hydrosulfate are obtained in the form of colorless crystals with a melting point of 138° to 140° C.

Sources & evidence

ORD record
ord-e164303aecc04dd797b7d10ab2ef0061
Source dataset
uspto-grants-1997_09
Patent number
US05663366

Reaction notes

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