104847-07-6

Usage

Uses

Used in Perfumery and Cosmetics Industry:
N-t-butyl-2-methylbenzamide is used as a fragrance or fixative in perfumes, soaps, and cosmetics, enhancing the scent and longevity of these products.
Used in Food Industry:
In the food industry, N-t-butyl-2-methylbenzamide is utilized as a flavoring agent, contributing to the taste and aroma of various food products.
Used in Insect Repellent Formulations:
N-t-butyl-2-methylbenzamide is used as an active ingredient in insect repellent formulations, providing protection against mosquitoes and other biting insects due to its insect repellent properties.
Used in Insecticide and Insect Repellent Product Manufacturing:
N-t-butyl-2-methylbenzamide is also used in the manufacturing of insecticides and insect repellent products, leveraging its ability to repel insects and contribute to pest control solutions.

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 1609-86-5 Tert-butyl isocyanate 
• 615-37-2 ortho-methylphenyl iodide 
• 75-64-9 tert-butylamine 
• 60-29-7 diethyl ether 
• 114744-85-3 [(S)-1-(methoxy-methyl-carbamoyl)-2-phenyl-ethyl]-carbamic acid benzyl ester 
• 201230-82-2 carbon monoxide 
• 529-20-4 2-methylphenyl aldehyde 
• 873-55-2 sodium benzenesulfonate 
• 118-90-1 ortho-methylbenzoic acid 
• 119072-55-8 tert-butylisonitrile 
• 66107-34-4 2-methylphenyl triflate 
• 529-19-1 2-Methylbenzonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 151965-19-4 N-tert-Butyl-2-(2-oxo-2-{4-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-phenyl}-ethyl)-benzamide 
• 100782-33-0 C₁₂H₁₆BrNO 
• 87-41-2 2-benzofuran-1(3H)-one 
• 151965-34-3 (3-{4-[2-(3,4,5-Trimethoxy-phenyl)-ethyl]-phenyl}-isoquinolin-1-yl)-hydrazine 
• 151965-33-2 1-Chloro-3-{4-[2-(3,4,5-trimethoxy-phenyl)-ethyl]-phenyl}-isoquinoline 
• 151965-20-7 3-{4-[2-(3,4,5-Trimethoxy-phenyl)-ethyl]-phenyl}-2H-isoquinolin-1-one 

Relevant academic research and scientific papers

Amberlyst-15 as a recyclable heterogeneous catalyst for synthesis of N-tert-butylamides via Ritter-type reaction

Highly efficient method for the preparation of N-tert-butylamides by reaction of nitriles with tert-butylacetate is described using Amberlyst-15 as a recyclable heterogeneous catalyst. Selective amidation of benzonitrile in the presence of acetonitrile was also achieved.

Nickel-catalyzed aminocarbonylation of Aryl/Alkenyl/Allyl (pseudo)halides with isocyanides and H2O

Herein described is a nickel-catalyzed aminocarbonylation of aryl/alkenyl/allyl (pseudo)halides with isocyanides, providing aryl/alkenyl/allyl amides in 41% to 92% yields. Functional groups such as F, Cl, OMe, and heteroaromatic rings are compatible in the reaction. A Ni(0)/Ni(II) catalytic cycle is proposed based on preliminary experiments and previous literature. The reaction features readily available nickel salt, broad functional group tolerance, and simple reaction conditions.

Highly efficient microwave-assisted CO aminocarbonylation with a recyclable Pd(II)/TPP-β-cyclodextrin cross-linked catalyst

The incorporation of the carbonyl moiety into organic molecules using a three-component matrix, including carbon monoxide, an organic halide, and a nucleophilic component, offers a simple and versatile approach to the formation of carboxylic acids, anhydrides, esters, amides, and ketones. The design of a sustainable synthetic protocol for aminocarbonylation can be efficiently accomplished using a multifaceted strategy that combines solid green catalysts and suitable enabling techniques. The safe and synergistic use of carbon monoxide in a microwave reactor under pressure may be able to create a technological breakthrough in aminocarbonylation reactions. Moreover, a new recyclable catalytic system "CβCAT" based on Pd(II)-triphenylphosphine embedded in cross-linked β-cyclodextrin (hexamethylene diisocyanate) has been found to be very efficient in aryl iodide aminocarbonylation reactions.

An efficient transformation of methyl ethers and nitriles to amides catalyzed by Iron(III) perchlorate hydrate

An efficient and inexpensive synthesis of N-substituted amides from the reaction of nitriles with methyl ethers catalyzed by Fe(ClO4)3·H2O is described. Fe(ClO4)3·H2O is an economically efficient catalyst for the Ritter Reaction under solvent-free conditions. A range of methyl ethers (benzyl, sec-alkyl and tert-butyl ethers) were reacted with nitriles to provide the corresponding amides in high–excellent yields.

Bu4NI-Catalyzed Oxygen-Centered Radical Addition between Acyl Peroxides and Isocyanides

A novel oxygen-centered radical addition between acyl peroxides and isocyanides has been developed. A diverse collection of valuable arylcarboxyamides were easily synthesized by this protocol. From the preliminary mechanistic study, the elimination of carbon dioxide affords the product via an intramolecular rearrangement.

Carboxylate-Assisted Iridium-Catalyzed C-H Amination of Arenes with Biologically Relevant Alkyl Azides

An iridium-catalyzed C-H amination of arenes with a wide substrate scope is reported. Benzamides with electron-donating and -withdrawing groups and linear, branched, and cyclic alkyl azides are all applicable. Cesium carboxylate is crucial for both reactivity and regioselectivity of the reactions. Many biologically relevant molecules, such as amino acid, peptide, steroid, sugar, and thymidine derivatives can be introduced to arenes with high yields and 100 % chiral retention. Ir responsible! A direct C-H amination between benzamide derivatives and various alkyl azides was achieved using iridium catalysis (see scheme; NTf=trifluoromethanesulfonyl amide). Cesium carboxylate was found to be the promoter and regiocontroller of this reaction. By this method, many biological active molecules can be introduced to benzamide components with high yields and 100 % chiral retention.

Increasing rates and scope of reactions: Sluggish amines in microwave-heated aminocarbonylation reactions under air

Commercially available molybdenum hexacarbonyl serves as a convenient and solid carbon monoxide source in palladium-catalyzed aminocarbonylations of aryl bromides and iodides. This improved microwave protocol, relying on DBU as base and THF as solvent, enables rapid couplings using otherwise sluggish anilines, tert-butylamine, and free amino acids. In addition, Cr(CO)6 and W(CO)6 were found to be useful alternative CO-releasing reagents. Altogether, 16 different aromatic amides were synthesized under air in 35-95% yield after only 15 min of controlled microwave irradiation.

Synthesis of amides using the Ritter reaction with bismuth triflate catalysis

N-tert-Alkyl and aryl amides were obtained by a Ritter reaction of various nitriles with tertiary alcohols in the presence of a catalytic amount of bismuth triflate.

A Comparison of Immobilised Triphenylphosphine and 1-Hydroxybenzotriazole as Mediators of Catch-and-Release Acylation Under Flow Conditions

Described herein is a comparative study of immobilised triphenylphosphine (PS-PPh3) and 1-hydroxybenzotriazole (PS-HOBt) to mediate amide couplings under continuous flow. Compared to Appel-type amidations (PS-PPh3), the developed ‘catch-and-release’ approach (PS-HOBt) afforded near-quantitative amide conversions. Utilising this strategy, sulfonyl chloride amenability enabled facile access to an expanded library of sulfonate and sulfonamides. Post-constructional peptide modification was also demonstrated, affording two Nβ-functionalised pentapeptides in high yields and purities. In contrast to frequently utilised coupling agents, the PS-HOBt resin could be recycled six times without a reduction in efficacy or regeneration requirements.

Copper-Catalyzed N-Directed Distal C(sp3)-H Sulfonylation and Thiolation with Sulfinate Salts

We herein report a selective and catalytic C(sp3)-H functionalization approach to access amines bearing organo-sulfonyl and organo-thiol groups. This reaction proceeds through a cascade process of N-radical formation, alkyl radical formation via 1,5-HAT, and C-S bond formation, thereby offering a series of functionalized amines. This method could enable primary, secondary, and tertiary C(sp3)-H sulfonylation and thiolation and also exhibits good functional group tolerance.