6641-72-1

Usage

Uses

Used in Pharmaceutical Industry:
2-methyl-N,N-di(propan-2-yl)benzamide is utilized as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure and functional groups contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-methyl-N,N-di(propan-2-yl)benzamide serves as a key component in the production of pesticides and other agrochemicals. Its chemical properties allow for the creation of effective solutions to combat pests and diseases in agriculture.
Used as a Building Block in Organic Synthesis:
Due to its structural features and functional groups, 2-methyl-N,N-di(propan-2-yl)benzamide is employed as a building block in the synthesis of a wide range of organic compounds. Its versatility enables the development of novel molecules with diverse applications in various industries.

Upstream product

• 20383-28-2 N,N-diisopropyl benzamide 
• 74-88-4 methyl iodide 
• 89-71-4 2-Methyl-benzoic acid methyl ester 
• 108-18-9 diisopropylamine 
• 933-88-0 ortho-toluoyl chloride 
• 118-90-1 ortho-methylbenzoic acid 

Downstream Products

• 103258-42-0 N,N-diisopropyl-2-[(trimethylsilyl)methyl]benzamide 
• 619314-47-5 N,N-diisopropyl-2-methylbenzenecarbothioamide 
• 103258-30-6 N,N-diisopropyl-2-benzamide 
• 1357306-68-3 N,N-diisopropyl-2-(2-phenylprop-1-enyl)benzamide 
• 1393352-32-3 N,N-diisopropyl-2-(undec-1-enyl)benzamide 

Relevant academic research and scientific papers

Directed: Ortho-metalation-nucleophilic acyl substitution strategies in deep eutectic solvents: The organolithium base dictates the chemoselectivity

Directed ortho metalation (DoM) or nucleophilic acyl substitution (SNAc) can be efficiently programmed on the same aromatic carboxylic acid amide, in a choline chloride-based eutectic mixture, by simply switching the nature of the organolithium reagent. Telescoped, one-pot ortho-lithiation/Suzuki-Miyaura cross-couplings have also been demonstrated for the first time in Deep Eutectic Solvents.

Amide Effects in C?H Activation: Noncovalent Interactions with L-Shaped Ligand for meta Borylation of Aromatic Amides

A new concept for the meta-selective borylation of aromatic amides is described. It has been demonstrated that while esters gave para borylations, amides lead to meta borylations. For achieving high meta selectivity, an L-shaped bifunctional ligand has been employed and engages in an O???K noncovalent interaction with the oxygen atom of the moderately distorted amide carbonyl group. This interaction provides exceptional control for meta C?H activation/borylation.

Rhodium-catalyzed direct coupling of benzothioamides with alkenes and alkynes through directed C-H bond cleavage

Rhodium-catalyzed direct coupling of benzothioamides with alkenes proceeds smoothly involving ortho-CH bond cleavage. The thioamides also couple with alkynes under similar conditions accompanied by desulfurization and CN bond cleavage to produce indenone derivatives.

High-yielding, versatile, and practical [Rh(III)Cp*]-catalyzed ortho bromination and iodination of arenes

We report a uniquely high-yielding, general, and practical ortho bromination and iodination reaction of different classes of aromatic compounds. This reaction occurs by Rh(III)-catalyzed C-H bond activation methodology and is therefore the first example of the application of this cationic catalyst for C-Br and C-I bond formation.

Direct ortho cupration: A new route to regioselectively functionalized aromatics

We have developed a direct regio- and chemoselective method for generating functionalized aromatic cuprate compounds through deprotonative directed ortho cupration using TMP(tetramethylpiperidino)-cuprates (R(TMP)Cu(CN)Li2; R = alkyl, phenyl, o

Atroposelectivity of reactions of benzylic metalated thiobenzamides and thionaphthamides

N,N-Dialkyl-2-methylbenzenecarbothioamides and naphthalenecarbothioamides were prepared by thionation of amides with Lawesson's reagent under unusual conditions. Their axial chirality was evidenced. Benzylic deprotonation of thioamides bearing N,N-diisopr

A facile conversion of aromatic esters to amides by using lithium amide under mild reaction condition

One pot conversion of aromatic esters to amides has been achieved by use of lithium amides derived in situ by reacting n-butyl lithium with a primary or secondary amine at 0° C in diethyl ether as the solvent.

1-(Dialkylamino)isobenzofurans: Generation and Use for Annelation of Aromatic Rings

Three methods are reported for the generation of the heretofore unreported 1-(dialkylamino)isobenzofurans.These are (1) metal-catalyzed decomposition of an o-(diazomethyl)benzamide (9 to 3), (2) fluoride-induced α elimination of an o-benzamide (48 to 3), and (3) deprotonation of a cyclic imidate salt (51 to 3).The first two reactions are consistent with the intermediacy of a carbene.The precursors for all three approaches can be synthesized from tertiary benzamides by ortho-lithiation strategies.Reaction of the transient 1-(dialkylamino)isobenzofurans with dieneophiles in a ?4s + ?2s cycloaddition is the key step in a one-pot sequence that provides annelation of an aromatic ring by a 2,3-substituted 1-(dialkylamino)-4-hydroxycyclohex-1-ene ring.The sequence of formation of the 1-(dialkylamino)isobenzofuran, regio- and stereospecific cycloaddition, ring opening, and proton transfer, is illustrated by the preparations of 15-23, 32, and 33 from N,N-diisopropylbenzamides.The ring annelation is extended to naphthalene and pyridine rings to provide 40, 41, and 44, respectively.Transformations of annelated products to higher and lower oxidation states are reported.