41554-51-2

Usage

Chemical class

Pyrazole derivatives

Structure

Pyrazole ring with an amine group at the 5th carbon position, a 4-methoxyphenyl group at the 1st carbon position, and a phenyl group at the 3rd carbon position

Upstream product

• 614-16-4 Benzoylacetonitrile 
• 39232-91-2 m-methoxyphenylhydrazine hydrochloride 
• 93-89-0 benzoic acid ethyl ester 
• 3471-32-7 4-Methoxyphenylhydrazine 

Downstream Products

• 1400634-65-2 1-(4-methoxylphenyl)-3-phenyl-1H-pyrazolo[3,4-d]pyrimidine 
• 1417421-73-8 5-anilino-1-(4-methoxyphenyl)-3-phenyl-1H-pyrazole 
• 1354574-60-9 5'-bromo-10-ethyl-1,4-dihydro-1-(4-methoxyphenyl)-3-phenylspiro[11H-benzo[g]pyrazolo[4,3-b]quinoline-11,3'[3H]indole]-2',5,10(1'H)-trione 
• 1354574-63-2 1',4'-dihydro-1'-(4-methoxyphenyl)-3'-phenylspiro[acenaphthylene-1(2H),11'-[11H]benzo[g]pyrazolo[4,3-b]quinoline]-2,5',10'-trione 
• 1316307-44-4 1,4-dihydro-1-(4-methoxyphenyl)-3-phenylspiro[11Hbenzo[g]pyrazolo[4,3-b]quinoline-11,3'-[3H]indole]-2',5,10(1'H)-trione 
• 1315268-88-2 1-(4-methoxyphenyl)-3-phenyl-1H-spiro[indeno[1,2-b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2',5(10H)-dione 
• 1315268-93-9 1-(4-methoxyphenyl)-5'-nitro-3-phenyl-1H-spiro[indeno[1,2-b]pyrazolo[4,3-e]pyridine-4,3'-indoline]-2',5(10H)-dione 
• 1315268-99-5 1'-ethyl-1-(4-methoxyphenyl)-3-phenyl-1H-spiro[indeno[1,2-b]pyrazolo[4,3-e] pyridine-4,3'-indoline]-2',5(10H)-dione 
• 1310545-73-3 C₃₆H₂₅BrN₄O₄ 
• 1310545-82-4 C₃₈H₂₃N₃O₄ 
• 1310545-69-7 1-(4-methoxyphenyl)-3-phenylspiro[benzo[g]pyrazolo[3,4-b]quinoline-4,3'-indoline]-2',5,10(1H,11H)-trione 
• 1310545-64-2 1,8-dihydro-1-(4-methoxyphenyl)-5'-nitro-3-phenylspiro[furo[4,3-b]pyrazolo[4,3-e]pyridine-4,3'-indole]-2',5(1'H,7H)-dione 
• 77746-63-5 N′-[4-formyl-1-(4-methoxyphenyl)-3-phenyl-1H-pyrazol-5-yl]-N,N-dimethylmethanimidamide 

Relevant academic research and scientific papers

Visible-light enabled C4-thiocyanation of pyrazoles by graphite-phase carbon nitride (g-C3N4)

Thiocyanation is an important and effective way to form C[sbnd]S bonds in organic synthetic methodology. Especially, thiocyanation of pyrazole attracts the attention of many researchers because sulfur-containing compounds are widely applied in many crucial fields such as organic materials, agrochemistry, nanotechnology, etc. Herein, we described A rapid metal- and additive-free method for C(sp2)-H thiocyanation of pyrazoles under visible light at room temperature by using a sustainable catalyst of graphite-phase carbon nitride (g-C3N4) and a thiocyanating agent of ammonium thiocyanate. The method presents many advantages, such as usage of eco-friendly photoredox catalyst, a wide range of substrates and a good yield of products, etc.

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling

This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C-C(=O) coupling reaction to yield β-ketonitrile or α,β-alkynone intermediates, and condensation by hydrazine addition. The method reported allows for easy control of the regioselectivity and structure of substituents at N-1, C-3, C-4 and/or C-5 positions.

VILSMEIER-HAACK REACTION OF 5-AMINO- AND 5-ACYLAMINO-PYRAZOLES

The Vilsmeier-Haack reaction of 5-aminopyrazole derivatives 1 was investigated in view of contradictory literature reports.Structure 2 of the products was proved both chemically and spectroscopically.The mechanism of the reaction was postulated on the basis of isolated intermediates 7 and 8. 5-Acylaminopyrazoles 9, 10 and 11 were found to give also 2 (and 7) under the Vilsmeier conditions by an acyl splitting reaction, proceeding probably via diacylamino derivatives 12.Compounds 2 provided a simple route to pyrazolopyrimidine derivatives 13 and 14 as well as to azomethine compounds 15-18.