15936-45-5

Usage

Uses

Used in Agrochemical Industry:
N-(3-Methyl-2-butenyl)phthalimide is used as a herbicidal intermediate for the production of various herbicides. It plays a crucial role in the synthesis of the herbicide flumioxazin, contributing to its effectiveness in controlling the growth of unwanted plants in agriculture and horticulture.
Used in Pharmaceutical Industry:
N-(3-Methyl-2-butenyl)phthalimide is utilized as a precursor in the pharmaceutical industry, where its unique chemical properties are harnessed for the development of new drugs and medicinal compounds.
Used in Chemical Industry:
N-(3-Methyl-2-butenyl)phthalimide is also employed in the chemical industry, where it serves as a key intermediate in the synthesis of other chemical products, showcasing its versatility and importance in various chemical processes.

InChI:InChI=1/C13H13NO2/c1-9(2)7-8-14-12(15)10-5-3-4-6-11(10)13(14)16/h3-7H,8H2,1-2H3

Upstream product

• 624-96-4 1,3-dichloro-3-methylbutane 
• 1074-82-4 potassium phtalimide 
• 1985-88-2 4-chloro-2-methyl-2-butanol 
• 870-63-3 prenyl bromide 
• 33081-78-6 sodium phthalimide 
• 56-23-5 tetrachloromethane 
• 78-79-5 isoprene 
• 556-82-1 3-methyl-2-buten-1-ol 
• 136918-14-4 phthalimide 
• 41004-19-7 1-iodo-3-methyl-but-2-ene 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 1198105-11-1 2-(3-bromo-3-methylbutyl)-isoindoline-1,3-dione 
• 75-05-8 acetonitrile 

Downstream Products

• 1174427-20-3 (+/-)-3-tert-butyloxycarbonylaminomethyl-4,4-dimethyl azetidin-2-one 
• 1449106-57-3 C₁₈H₂₁NOSe 
• 1449106-58-4 N-cyano-N-(3-methyl-3-(phenylselanyl)butyl)benzamide 
• 1198105-13-3 3-methyl-3-phenylselanyl-butylamine 
• 13822-06-5 3,3-dimethylallylamine 
• 26728-58-5 (3-methyl-2-butenyl)amine hydrochloride 

Relevant academic research and scientific papers

Stereoselective halocyclization of alkenes with n-acyl hemiaminal nucleophiles

Halocyclization of alkenes was realized using N-acylhemiaminal nucleophiles. High diastereoselectivity could be achieved for the formation of three stereogenic centers in this halogen-mediated cyclization reaction. We also demonstrated that enantioselecti

Amination of Carbenium Ions Generated by Directed Protonolysis of Cyclopropane

Directed intramolecular protonolyis of the cyclopropane C-C bond is demonstrated as a strategy to generate carbenium ions. This intermediate can be subjected to amination with nitriles under Ritter reaction conditions. Directing groups such as carbamate, carboxamide, urea, ester, and ketone were found to be efficient for regioselective anti-Markovnikov cleavage of cyclopropane. Depending on the directing group, the amination provided orthogonally protected 1,4-diamine, ?-amino carboxylic, and ?-amino ketone derivatives.

Selective Radical Fluorination of Tertiary Alkyl Halides at Room Temperature

Direct fluorination of tertiary alkyl bromides and iodides with Selectfluor is described. The halogen-exchange fluorination proceeds efficiently in acetonitrile at room temperature under metal-free conditions and exhibits a wide range of functional group compatibility. Furthermore, the reactions are highly selective in that alkyl chlorides and primary and secondary alkyl bromides remain intact. A radical mechanism is proposed for this selective fluorination.

Poly-β-peptides from functionalized β-lactam monomers and antibacterial compositions containing same

Disclosed is a method of making β-polypeptides. The method includes polymerizing β-lactam-containing monomers in the presence of a base initiator and a co-initiator which is not a metal-containing molecule to yield the product β-polypeptides. Specifically disclosed are methods wherein the base initiator is potassium t-butoxide, lithium bis(trimethylsilyl)amide (LiN(TMS)2), potassium bis(trimethyl-silyl)amide, and sodium ethoxide, and the reaction is carried out in a solvent such as chloroform, dichloromethane, dimethylsulfoxide, or tetrahydrofuran.

A general catalytic hydroamidation of 1,3-dienes: Atom-efficient synthesis of N-allyl heterocycles, amides, and sulfonamides

Transition-metal-catalyzed hydroamination reactions are sustainable and atom-economical C-N bond-forming processes. Although remarkable progress has been made in the inter- and intramolecular amination of olefins and 1,3-dienes, related intermolecular reactions of amides are still much less known. Control of the regioselectivity without analogous telomerization is the particular challenge in the catalytic hydroamidation of alkenes and 1,3-dienes. Herein, we report a general protocol for the hydroamidation of electron-deficient N-heterocyclic amides and sulfonamides with 1,3-dienes and vinyl pyridines in the presence of a catalyst derived from [{Pd(π-cinnamyl)Cl}2] and ligand L7 or L10. The reactions proceeded in good to excellent yield with high regioselectivity. The practical utility of our method is demonstrated by the hydroamidation of functionalized biologically active substrates. The high regioselectivity for linear amide products makes the procedure useful for the synthesis of a variety of allylic amides. Give me an N bond: A general palladium-catalyzed intermolecular hydroamidation of 1,3-dienes with electron-deficient N-heterocycles, amides, and sulfonamides proceeded with high regioselectivity for 1,4-addition and excellent functional-group tolerance (see scheme). The practical utility of the method was demonstrated by the hydroamidation of functionalized biologically active substrates. Copyright

Synthesis of natural quinazolinones and some of their analogues through radical cascade reactions involving N-acylcyanamides

Two natural quinazolinones and two analogues can be prepared from the cascade cyclizations of alkyl-substituted N-acylcyanamide radicals, including 5-exo-dig or 6-exo-dig cyclizations onto the cyano group, followed by radical arylations of the resulting amidyl radicals. The fact that one can carry out the cascades from alkyl radicals in addition to aryl, vinyl and aminyl ones, shows the versatility of the method to rapidly access nitrogen-containing polycyclic structures.

PYRIMIDINONE DERIVATIVES, PREPARATION THEREOF AND PHARMACEUTICAL USE THEREOF

The invention relates to novel products of formula (Ia) or (Ib): these products being in all the isomeric forms and salts as drugs, notably as anticancer drugs.

NOVEL 2,3-DIHYDRO-1H-IMIDAZO{1,2-a}PYRIMIDIN-5-ONE and this1,2,3,4-TETRAHYDROPYRIMIDO{1,2-a}PYRIMIDIN-6-ONE DERIVATIVES COMPRISING A SUBSTITUTED MORPHOLINE, PREPARATION THEREOF AND PHARMACEUTICAL USE THEREOF

The invention relates to the novel products of formula (I) with p, q = 0, 1 or 2; R1 = phenyl, pyridyl; -(CH2) m -Ra; alkylene; cycloalkyl; heterocycloalkyl; alkyl; -SO2 -Rb; -CO-Re; m = 1 or 2; Ra = aryl, heteroaryl, -CO-cycloalkyl, -CO-heterocycloalkyl, -CO-Rb, -C(Rb)=N-ORc, -CO 2 Rd, -CONRxRy; Rb = alkyl, aryl, heteroaryl; Rc = H, alkyl; Rd = alkyl, cycloalkyl; Re = alkyl, cycloalkyl, aryl, heteroaryl; NRxRy with Rx,Ry = H, alkyl, cycloalkyl, alkoxy, phenyl, or form with N a ring with optionally O, N; R2, R3 = H, alkyl, CF 3, or form with C a ring with optionally O, S and N; R4 = H, F, Cl, CH3 or CN; the morpholine is substituted with Me, and optionally substituted with F, OH; or is (Formula 1a) and the isomer of configuration R,R (Formula 1b) these products being in all the isomer forms and the salts, as medicaments, in particular as anticancer medicaments.

Cyclizative atmospheric CO2 fixation by unsaturated amines with t-BuOI leading to cyclic carbamates

A cyclizative atmospheric CO2 fixation by unsaturated amines such as allyl and propargyl amines under mild reaction conditions, efficiently leading to cyclic carbamates bearing a iodomethyl group, have been developed utilizing tert-butyl hypoiodite (t-BuOI).

2-Methyltetrahydrofuran as a suitable green solvent for phthalimide functionalization promoted by supported KF

An efficient chemoselective nitrogen functionalization of phthalimides by using KF-Alumina in 2-methyltetrahydrofuran, a solvent obtained from renewal sources, is described.