13312-81-7

Usage

Uses

Used in Organic Synthesis:
2-hydroxy-2-(2-nitrophenyl)acetonitrile is utilized as a versatile intermediate in organic synthesis for the creation of a range of chemical compounds. Its ability to react with other chemicals allows it to serve as a building block for the synthesis of complex molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 2-hydroxy-2-(2-nitrophenyl)acetonitrile is used as a key intermediate in the production of various pharmaceuticals. Its unique structure contributes to the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
2-hydroxy-2-(2-nitrophenyl)acetonitrile also finds application in the agrochemical industry, where it is employed as an intermediate for the synthesis of agrochemicals, potentially contributing to the development of new pesticides or other agricultural chemicals.

InChI:InChI=1/C8H6N2O3/c9-5-8(11)6-3-1-2-4-7(6)10(12)13/h1-4,8,11H

Upstream product

• 64-17-5 ethanol 
• 74-90-8 hydrogen cyanide 
• 89-83-8 thymol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 
• 552-89-6 2-nitro-benzaldehyde 
• 151-50-8 potassium cyanide 
• 100948-24-1 α-[(trimethylsilyl)oxy]-α-(o-nitrophenyl)acetonitrile 
• 123-75-1 pyrrolidine 
• 7677-24-9 trimethylsilyl cyanide 
• 623-49-4 ethyl cyanoformate 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 

Downstream Products

• 82128-04-9 2-nitro-mandelimidic acid ethyl ester; hydrochloride 
• 612-27-1 2-nitroso-benzoic acid 
• 109772-95-4 3-cyano-2-(p-tolyl)-2H-indazole 1-oxide 
• 579-73-7 2-hydroxylaminobenzoic acid 
• 67603-23-0 o-nitromandelic acid 
• 55107-35-2 benzoyloxy-(2-nitro-phenyl)-acetonitrile 
• 50796-51-5 3-cyano-2-(p-chlorophenyl)-2H-indazole 1-oxide 
• 126644-15-3 cyano(2-nitrophenyl)methyl acetate 
• 109772-94-3 3-cyano-2-phenyl-2H-indazole 1-oxide 
• 125237-21-0 p,p'-bis(α-cyano(2-nitrophenyl)methylhydrazinocarbonylmethoxy)diphenyl sulphone 
• 552-89-6 2-nitro-benzaldehyde 
• 103262-47-1 2-acetoxy-2-[2-nitrophenyl]acetic acid 
• 191476-01-4 t-butyl 2-hydroxy-2-[2-nitrophenyl]acetate 
• 191476-05-8 t-butyl 2-acetoxy-2-[2-nitrophenyl] acetate 

Relevant academic research and scientific papers

Constructing a triangular metallacycle with salen-Al and its application to a catalytic cyanosilylation reaction

A triangular metallosalen-based metallacycle was constructed in quantitative yield by the self-assembly of a 180° bis(pyridyl)salen-Al complex and a 60° diplatinum(ii) acceptor in a 1?:?1 stoichiometric ratio. This metallacycle was then successfully used to cyanosilylate a wide range of benzaldehydes with trimethylsilyl cyanide.

Postfunctionalized Metalloligand-Based Catenated Coordination Polymers: Syntheses, Structures, and Effect of Labile Sites on Catalysis

In this work, pyridyl-appended Co3+ complexes (1 and 2) have been postfunctionalized by using 4-(bromomethyl)benzoic acid, thus changing the functionalities from pyridyl-N donors to carboxylate-O donors. Using two such postfunctionalized metalloligands (3 and 4), several homo and heterometallic coordination polymers (HCPs) have been synthesized. Single crystal structural analyses revealed that all HCPs presented intriguing one-dimensional catenated architectures. Postsynthetic modification induced flexibility was found to be responsible for the nearly identical architectures for two sets of HCPs starting from two different postfunctionalized metalloligands, 3 and 4. Two sets of HCPs differed by the presence (3a-3d) or absence (4a-4b) of labile coordinated water molecules that demonstrated a profound effect on the heterogeneous catalysis of Knoevenagel condensation reactions and cyanation reactions.

INDANE DERIVATIVES USEFUL AS MODULATORS OF MGLUR7

The present invention provides compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein n, X, Y, Z, D, R1, R2, R3, R4, R12, R15nd R16 are as defined in the specification, a process for their preparation, pharmaceutical compositions containing them and their use as modulators of mGluR7.

Preparation method of alpha-hydroxypyridine by acetone cyanohydrin

The invention relates to a preparation method of alpha-hydroxypyridine by acetone cyanohydrin, and relates to a preparation method of alpha-hydroxypyridine. The method solves the problems that the existing preparation method of the alpha-hydroxypyridine is low in yield, big in catalyst toxicity, high in price, complex in preparation method, and long in reaction time. The method includes steps of firstly, immersing cation exchange resin in 20% by weight of organic amine methanol solution; filtering, washing and drying the solution to obtain catalyst; secondly, dissolving acetone cyanohydrin and aromatic aldehyde in the methanol, and adding catalyst to react and obtain the alpha-hydroxypyridine; filtering the catalyst, depressurizing and evaporating methanol and acetone; extracting and separating the methanol and acetone; after drying, rotationally evaporating and removing ethyl acetate to obtain the alpha-hydroxypyridine. The method applies the simple and easily-prepared catalyst, and the reaction can be completed under room temperature condition; the reaction yield is up to over 95%. The operation method is simple and easy to practice, and the catalyst can be repeatedly used and is more applicable to the industrial production. The preparation method is applied to prepare alpha-hydroxypyridine.

An orthogonal biocatalytic approach for the safe generation and use of HCN in a multistep continuous preparation of chiral O-acetylcyanohydrins

An enantioselective preparation of O-acetylcyanohydrins has been accomplished by a three-step telescoped continuous process. The modular components enabled an accurate control of two sequential biotransformations, safe handling of an in situ generated hazardous gas, and in-line stabilization of products. This method proved to be advantageous over the batch protocols in terms of reaction time (40 min vs 345 min) and ease of operation, opening up access to reactions which have often been neglected due to safety concerns.

Mechanism-Based inactivation of human cytochrome p450 3A4 by two piperazine-Containing compounds

Human cytochrome P450 3A4 (CYP3A4) is responsible for the metabolism of more than half of pharmaceutic drugs, and inactivation of CYP3A4 can lead to adverse drug-drug interactions. The substituted imidazole compounds 5-fluoro-2-[4-[(2-phenyl-1H-imidazol-5-yl) methyl]-1-piperazinyl]pyrimidine (SCH 66712) and 1-[(2-ethyl-4-methyl-1H-imidazol-5-yl)methyl]-4-[4-(trifluoromethyl)-2-pyridinyl]piperazine (EMTPP) have been previously identified as mechanism-based inactivators (MBI) of CYP2D6. The present study shows that both SCH 66712 and EMTPP are also MBIs of CYP3A4. Inhibition of CYP3A4 by SCH 66712 and EMTPP was determined to be con-centration, time, and NADPH dependent. In addition, inactivation of CYP3A4 by SCH 66712 was shown to be unaffected by the presence of electrophile scavengers. SCH 66712 displays type I binding to CYP3A4 with a spectral binding constant (Ks) of 42.9 ± 2.9 μM. The partition ratios for SCH 66712 and EMTPP were 11 and 94, respectively. Whole protein mass spectrum analysis revealed 1:1 binding stoichiometry of SCH 66712 and EMTPP to CYP3A4 and a mass increase consistent with adduction by the inactivators without addition of oxygen. Heme adduction was not apparent. Multiple monooxygenation products with each inactivator were observed; no other products were apparent. These are the first MBIs to be shown to be potent inactivators of both CYP2D6 and CYP3A4.

COMPOUNDS FOR THE INHIBITION OF CELLULAR PROLIFERATION

Compositions and methods for inhibiting translation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, (4) disorders associated with viral infections, and/or (5) non-proliferative metabolic disorders such as type II diabetes where inhibition of translation initiation is beneficial using the compounds disclosed herein.

Alkali salt of L-proline as an efficient and practical catalyst for the cyanosilylation of a wide variety of carbonyl compounds under solvent-free conditions

The alkali salt of L-proline was demonstrated to be an efficient and practical catalyst for the cyanosilylation of a wide variety of simple and functionalized carbonyl compounds under solvent-free conditions. The reactions proceeded smoothly at room temperature to afford the corresponding cyanohydrins in good to excellent yields. Copyright Taylor & Francis Group, LLC.

Ionic liquid [omim][PF6] as an efficient and recyclable reaction media for the cyanosilylation of aldehydes without Lewis acid or any special activation

Ionic liquid [omim][PF6] has been demonstrated as an efficient and environmentally friendly reaction media as well as a promoter for the cyanosilylation of aldehydes under mild conditions. In addition, the recovered ionic liquid could be reused for subsequent runs with only a gradual decrease in activity.

Cross-linked aggregates of (R)-oxynitrilase: A stable, recyclable biocatalyst for enantioselective hydrocyanation

(Chemical Equation Presented) The (R)-oxynitrilase from almonds was immobilized as a cross-linked enzyme aggregate (CLEA) via precipitation with 1,2-dimethoxyethane and subsequent cross-linking using glutaraldehyde. The resulting preparation was a highly