Reaktion #546852

Reaktionsgleichung

5-amino-1-(4-isopropylphenyl)pyrazole

hydrochloric acid

isopentyl nitrite

→

5-amino-1-(4-isopropylphenyl)4-nitroso-1H-pyrazole hydrochloride

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedid not exceed 5° C
2. 2
   SonstigeGradually, a yellowish precipitate formed which after an additional 1.5-hour agitation period in an ice bath
3. 3
   Sonstigewas removed by suction filtration
4. 4
   Waschenwashed with a small amount of tetrahydrofuran
5. 5
   SonstigeDrying

Vorschrift

14.9 g (74 mmol) of 5-amino-1-(4-isopropylphenyl)pyrazole [sic] from Step 2.1 was dissolved in 130 mL of tetrahydrofuran. 42.2 g of 32% hydrochloric acid was added, and the reaction mixture was cooled to 0 to 5° C. Then, 9.5 g (81 mmol) of isopentyl nitrite was added dropwise with agitation so that the temperature did not exceed 5° C. Gradually, a yellowish precipitate formed which after an additional 1.5-hour agitation period in an ice bath was removed by suction filtration and washed with a small amount of tetrahydrofuran. Drying gave 12.3 g (46.1 mmol, 62% of the theoretical) of 5-amino-1-(4-isopropylphenyl)4-nitroso-1H-pyrazole hydrochloride.

Quelle