ChemicalBook CAS DataBase List 3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE

3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE synthesis

5synthesis methods

Product Name:3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE
CAS Number:92721-83-0
Molecular formula:C11H13N3
Molecular Weight:187.24

1118-61-2 Synthesis

1118-61-2
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$9.00/25g

536-89-0
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$45.00/10mg

3-METHYL-1-(3-METHYLPHENYL)-1H-PYRAZOL-5-AMINE HYDROCHLORIDE

92721-83-0
16 suppliers
$60.00/1mg

Yield:92721-83-0 77%

Reaction Conditions:

Stage #1: 3-Aminocrotononitrile;m-tolylhydrazinewith hydrogenchloride in water at 150; for 0.166667 h;Microwave irradiation;Sealed tube;Green chemistry;
Stage #2: with sodium hydroxide in water; for 0.0833333 h;Sonication;Green chemistry;

Steps:

General Procedure 1: Synthesis of N-aryl substituted 1H-pyrazole-5-amines from 3-aminocrotonitrile

General procedure: In a 2-5mL microwave vial containing a stir bar, 3-aminocrotonitrile (164 mg, 2mmol) and 5 mL of 1M HCl were combined with stirring to give a 0.4 M solution of starting material. Next, phenylhydrazine (216 mg, 2 mmol) was added to the solution. The microwave vial was then sealed with an aluminum cap and irradiated in the microwave reactor at 150 °C for 10 m with the absorbance set to “very high.” After cooling, the orange sludge-containing heterogeneous solution was basified with 10% NaOH and was sonicated for 5 m to produce a visible solid precipitate. The precipitate was filtered, washed twice with D.I. water, and then dried to yield the product as a light orange solid (292 mg, 84% yield). For compounds that do not readily precipitate, the product can be isolated by extracting the basic aqueous layer 3x with dichloromethane (DCM). The combined organic layers are dried over magnesium sulfate, filtered and evaporated under reduced pressure to obtain the product.

References:

Everson, Nikalet;Yniguez, Kenya;Loop, Lauren;Lazaro, Horacio;Belanger, Briana;Koch, Grant;Bach, Jordan;Manjunath, Aashrita;Schioldager, Ryan;Law, Jarvis;Grabenauer, Megan;Eagon, Scott [Tetrahedron Letters,2019,vol. 60,# 1,p. 72 - 74] Location in patent:supporting information

1118-61-2 Synthesis

1118-61-2
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$9.00/25g

637-04-7 Synthesis