7464-91-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Formyl-5-nitrobenzoic acid is used as an intermediate in the synthesis of various pharmaceuticals due to its versatile chemical reactivity. Its ability to participate in condensation, oxidation, and reduction reactions allows for the creation of a wide range of medicinal compounds.
Used in Dye Industry:
In the dye industry, 2-formyl-5-nitrobenzoic acid is utilized as a key component in the production of different types of dyes. Its chemical properties contribute to the development of dyes with specific characteristics, making it a valuable asset in this field.
Used in Medicinal Chemistry Research:
2-Formyl-5-nitrobenzoic acid is used as a subject of investigation in medicinal chemistry research for its potential antibacterial and antifungal properties. This research aims to explore and harness the compound's capabilities in developing new treatments and therapies for various infections and diseases.

InChI:InChI=1/C8H5NO5/c10-4-5-1-2-6(9(13)14)3-7(5)8(11)12/h1-4H,(H,11,12)

Upstream product

• 610-93-5 6-nitrophthalide 
• 872823-31-9 6-nitro-2-phenyl-inden-1-one 
• 7664-93-9 sulfuric acid 
• 119-67-5 o-carboxybenzaldehyde 
• 89891-73-6 6-nitro-3-bromo-3H-isobenzofuran-1-one 
• 68-12-2 N,N-dimethyl-formamide 
• 943-14-6 2-bromo-5-nitrobenzoic acid 
• 87-41-2 2-benzofuran-1(3H)-one 

Downstream Products

• 89898-94-2 1,2-dihydro-7-nitro-1-oxophthalazine 
• 610-27-5 4-nitrophthalic acid 
• 58273-90-8 1-benzyl-3,3-dimetyl-6'-nitrospiro(<2H-1>-benzopyran-2',2-indoline) 
• 84716-03-0 C₂₆H₂₄N₂O₃ 
• 754191-79-2 2-bis(5-methyl-2-furyl)methyl-5-nitrobenzoic acid 
• 4512-21-4 2-(1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-5-nitro-benzoic acid 
• 142314-69-0 methyl 2-formyl-5-nitrobenzoate 
• 92160-71-9 2-(1H-benzoimidazol-2-yl)-5-nitro-benzoic acid 
• 899366-23-5 5-nitro-2-(4-oxo-1,4-dihydro-2H-3,1-benzoxazin-2-yl)benzoic acid 
• 728885-39-0 C₂₇H₁₈N₂O₄ 
• 103286-06-2 7-nitro-2-phenyl-1(2H)-phthalazinone 
• 859299-84-6 7-nitro-1-phenoxy-phthalazine 

Relevant academic research and scientific papers

Synthesis of chiral isoindolinones via asymmetric propargylation/lactamization cascade

A Zn-mediated propargylation/lactamization cascade reaction with chiral 2-formylbenzoate derived N-tert-butanesulfinyl imines was realized, which provided a practical and efficient method for the synthesis of chiral isoindolinones. High diastereoselectivities (up to 97:3 dr) and good reaction yields were observed for most examined cases.

A general approach to spirolactonized Si-rhodamines

A general approach has been developed for the synthesis of spirolactonized Si-rhodamines (SiRBs). The alternative synthetic route provides a facile opportunity to access various SiRBs bearing ring-expanded scaffolds and substituents for conjugation. By click reaction, a near-infrared (NIR) mitochondrial tracker was prepared, displaying specific mitochondrial staining in cells. This journal is

A general catalytic route to isoindolinones and tetrahydroisoquinolines: Application in the synthesis of (±)-crispine A

An unprecedented highly efficient Lewis acid catalyzed one-pot cascade has been demonstrated as a general catalytic system for the synthesis of diversely substituted isoindolinones and tetrahydroisoquinolines. The cascade effects one C-C and two C-N bond-

Highly enantioselective synthesis of 2,3-dihydro-1 H-imidazo[2,1-a isoindol-5(9b H)-ones via catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization

Highly enantioselective catalytic asymmetric intramolecular cascade imidization-nucleophilic addition-lactamization of N1-alkylethane-1,2-diamine with methyl 2-formylbenzoate catalyzed by a chiral phosphoric acid represents the first efficient method for the preparation of medicinally interesting chiral 2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones with high yields and excellent enantioselectivities. This strategy has been shown to be quite general toward various methyl 2-formylbenzoates.

A synthetic route to chiral C(3)-functionalized phthalides via a Ag(I)-catalyzed allylation/transesterification sequence

A Ag(I)-catalyzed synthesis of chiral C(3)-substituted phthalides (8a-f) via a Sakurai-Hosomi allylation/transesterification reaction is described (ee ≤86%). A notable feature of this reaction is that it utilizes ortho-substituted aldehydes, which are a class of compounds that generally afford poor levels of stereoinduction when applying most known catalytic asymmetric allylation approaches. It was also found that elongation of the n-alkyl chain length (R1, up to n=6; R2=H) of the starting alkyl 2-formylbenzoates (7g-i) improved the enantiomeric excess (ee) of the product.

An indium-mediated allylative/transesterification DFT-directed approach to chiral C(3)-functionalized phthalides

A one-pot synthesis of chiral C(3)-substituted phthalides via an indium-mediated allylation/transesterification reaction is described. The development of this reaction was facilitated through the applied use of DFT calculations to rationalize the stereoselection of a chiral In-mediated process. It was discovered that the enantiomeric excess of this reaction depended upon the steric size, chain length, and substitution of the aldehyde employed.

Furan ring opening - Isocoumarine ring closure: A recyclization reaction of 2-carboxyaryldifurylmethanes

A general method for the synthesis of isocoumarine derivatives has been developed. Bis(5-R-2-furyl)methylbenzoic acids (R = methyl, ethyl) underwent recyclization and subsequent cyclization into tetracyclic isochromene-1-one derivatives under treatment with hydrogen chloride in methanol. It has been shown that intermediate 4-(5-R-furan-2-yl)-3-(3-oxo-3-R-propyl)-isochromene-1- ones can be obtained selectively by varying a concentration of the hydrogen chloride and reaction times. In the case of R = tert-butyl only corresponding 4-[5-(tert-butyl)-2-furyl]-3-(4,4-dimethyl-3-oxopentyl)-1-isochromenones were isolated regardless of the reaction conditions.

Penicillin esters

3-CROTONOLACTONE 3-BISCROTONO-LACTANE PENICILLINS WHICH POSSESS ANTIBACTERIAL ACTIVITY ARE DISCLOSED.