143090-18-0

Basic information

• Product Name: TERT-BUTYL 4-CYANOPHENYLCARBAMATE
• Synonyms: TERT-BUTYL 4-CYANOPHENYLCARBAMATE;Carbamic acid, (4-cyanophenyl)-, 1,1-dimethylethyl ester (9CI);N-Boc-4-aminobenzonitrile
• CAS NO: 143090-18-0
• Molecular Formula: C₁₂H₁₄N₂O₂
• Molecular Weight: 218.25176
• Product Categories: N-BOC
• Mol File: 143090-18-0.mol
• Article Data: 34

Chemical Properties

• Melting Point: 118-123°C
• Boiling Point: 302 °C at 760 mmHg
• Flash Point: 136.4 °C
• Appearance: /
• Density: 1.12 g/cm³
• Storage Temp.: 2-8°C
• PKA: 12.83±0.70(Predicted)
• CAS DataBase Reference: TERT-BUTYL 4-CYANOPHENYLCARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL 4-CYANOPHENYLCARBAMATE(143090-18-0)
• EPA Substance Registry System: TERT-BUTYL 4-CYANOPHENYLCARBAMATE(143090-18-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 143090-18-0(Hazardous Substances Data)

Usage

General Description

Tert-butyl 4-cyanophenylcarbamate is a chemical compound used in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. It is a white to beige solid that is soluble in organic solvents and has a molecular weight of 241.29 g/mol. Tert-butyl 4-cyanophenylcarbamate is often used as a reagent in the preparation of carbamates and in the protection of alcohols during chemical reactions. It is also a common intermediate in the production of various compounds, including insecticides, herbicides, and pharmaceuticals. Additionally, tert-butyl 4-cyanophenylcarbamate has been researched for its potential anti-cancer and anti-inflammatory properties. However, it should be handled with care as it is a toxic and irritant substance.

Upstream product

• 18437-66-6 N-(t-butoxycarbonyl)-4-chloroaniline 
• 1132941-66-2 4-((tert-butoxycarbonyl)amino)phenyl methanesulfonate 
• 4248-19-5 tert-butyl carbazate 
• 623-00-7 4-bromobenzenecarbonitrile 
• 873-74-5 4-Aminobenzonitrile 
• 110-05-4 di-tert-butyl peroxide 
• 2980-80-5 4-isocyanobenzonitrile 
• 14618-59-8 N-(tert-butoxycarbonyl)-4-methylaniline 
• 317842-48-1 tert-butyl (4-ethynylphenyl)carbamate 
• 131818-17-2 tert-butyl (4-bromophenyl)carbamate 
• 623-03-0 4-Cyanochlorobenzene 
• 1239374-05-0 tert-butyl 4-cyanophenyl(3-perfluorooctylpropoxy)carbamate 
• 104741-75-5 1-(tert-butoxycarbonyloxy)-4-methylbenzene 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 144072-30-0 4-((tert-butoxycarbonyl)amino)benzaldehyde 
• 609787-77-1 tert-butyl 4-cyanophenyl(2-pyrrolidin-1-ylethyl)carbamate 
• 40465-45-0 p-cyanophenyl isocyanate 
• 24722-24-5 N-(4-cyanophenyl)-3-phenylpropanamide 
• 356100-65-7 N-(4-cyanophenyl)butyramide 
• 10003-73-3 4-(aminomethyl)aniline dihydrochloride 
• 1021389-89-8 4-(1H-tetrazol-5-yl)benzenaminium chloride 

Relevant articles and documents

A Greener Approach for the Chemoselective Boc Protection of Amines Using Sulfonated Reduced Graphene Oxide as a Catalyst in Metal- And Solvent-Free Conditions

Sulfonated reduced graphene oxide (SrGO) has displayed great potential as a solid acid catalyst due to its efficiency, cost-effectiveness, and reliability. In this study, SrGO was synthesized by the introduction of sulfonic acid-containing aryl radicals onto chemically reduced graphene oxide using ultrasonication. The SrGO catalyst was characterized by Fourier Transform Infrared (FTIR) spectroscopy, Raman spectroscopy, powder X-ray diffraction (PXRD), thermogravimetric analysis (TGA), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS) and transmission electron microscopy (TEM). Further, SrGO was effectively utilized as a metal-free and reusable solid acid catalyst for the chemoselective N - t -Boc protection of various aromatic and aliphatic amines under solvent-free conditions. The N - t -Boc protection of amines was easily achieved under ambient conditions affording high yields (84-95percent) in very short reaction times (5 min-2 h). The authenticity of the approach was confirmed by a crystal structure. The catalyst could be easily recovered and was reused up to seven consecutive catalytic cycles without any substantial loss in its activity.

Development of Potent 3-Br-isoxazoline-Based Antimalarial and Antileishmanial Compounds

Starting from the structure of previously reported 3-Br-isoxazoline-based covalent inhibitors of P. falciparum glyceraldehyde 3-phosphate dehydrogenase, and with the intent to improve their metabolic stability and antimalarial activity, we designed and synthesized a series of simplified analogues that are characterized by the insertion of the oxadiazole ring as a bioisosteric replacement for the metabolically labile ester/amide function. We then further replaced the oxadiazole ring with a series of five-membered heterocycles and finally combined the most promising structural features. All the new derivatives were tested in vitro for antimalarial as well as antileishmanial activity. We identified two very promising new lead compounds, endowed with submicromolar antileishmanial activity and nanomolar antiplasmodial activity, respectively, and a very high selectivity index with respect to mammalian cells.

HETEROCYCLIC COMPOUNDS AS FUNGICIDES

The present invention relates to novel heterocyclic compound of Formula (I), (I) wherein, Het, L1, A, L2 and R12 are as defined in the detailed description, for use as fungicides.