36342-11-7

Usage

InChI:InChI=1/C10H8ClNO2/c11-8-6-9(13)12(10(8)14)7-4-2-1-3-5-7/h1-5,8H,6H2

Upstream product

• 555-59-9 N-phenylmaleamic acid 
• 62-53-3 aniline 
• 941-69-5 N-phenyl-maleimide 
• 108-31-6 maleic anhydride 
• 75-44-5 phosgene 
• 68-12-2 N,N-dimethyl-formamide 
• 37902-58-2 3-phenylcarbamoylacrylic acid 
• 75-36-5 acetyl chloride 

Downstream Products

• 941-69-5 N-phenyl-maleimide 
• 83-25-0 N-phenylmaleimide 

Relevant academic research and scientific papers

Regioselective hetero-Michael addition of oxygen, sulfur, and nitrogen nucleophiles to maleimides catalyzed by BF3·OEt2

Abstract A practical BF3·OEt2-catalyzed regioselective 1,2-addition or 1,4-hetero-Michael addition of oxygen, sulfur, and nitrogen nucleo philes to maleimides has been developed for the synthesis of alkyl fumarate derivatives or 3-su

Substituent effects on the regioselectivity of maleamic acid formation and hydrogen chloride addition to N-aryl maleimides

Itaconic anhydride reacts with aryl amines to give a substituent controlled equilibrium mixture of regioisomeric (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4- (arylamino)but-2-enoic acids. Electron-donating groups favor nucleophilic attack on C-5 carbonyl, while the presence of electron-withdrawing groups enhances the bias for attack on C-2 carbonyl. The treatment of (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4-(arylamino)but-2-enoic acids with SOCl2-Et 3N in THF provided the corresponding maleimides in high yields while under the same conditions the maleic anhydride aryl amine addition products gave predominately the corresponding 3-chloro-1-arylpyrrolidine-2,5-diones and maleimides in substituent dependent ratio. TUeBITAK, 2012.

α-chlorosuccinimides - A new source for maleimides and succinimides

N-Arylmaleimides and N-arylsuccinimides were prepared by dehydrochlorination reaction of N-aryl α-chlorosuccinimides in the presence of a base and by reduction of 2-chlorosuccinimide in the presence of zinc, respectively. N-Aryl α-chlorosuccinimides were obtained by dehydration of N-aryl substituted maleamic acids in the presence of thionyl chloride. The structure of the synthesized compounds was confirmed by IR, 1H-NMR and 13C-NMR spectra.

N-Aryl-α-chlorosuccinimides from maleanilic acids: Mechanistic and conformational studies

Maleanilic acids (I) are readily converted in high yields to the corresponding N-aryl-α-chlorosuccinimides (II) by treatment with thionyl chloride at room temperature.A mechanism involving intramolecular addition of chloride ion to the conjugated amide in

Preparation process of N-substituted monochlorosuccinimides

N-substituted monochlorosuccinimides e.g., N-phenylmonochlorosuccinimide, can be prepared in a high yield by reacting a maleamic acid, e.g., N-phenylmaleamic acid, with phosgene in the presence of a catalyst, e.g., dimethylformamide.

Esterification of Maleanilic Acids: Intramolecular Esterification Through Imidate Ester

Maleanilic acids are easily esterified at room temperature with an abs. alcohol in the presence of thionyl chloride.It has been shown to proceed through an intramolecular migration of alkyl group of the intermediate imidate ester.

ESTERIFICATION AT ROOM TEMPERATURE: A MIXING AFFAIR ONLY

Carboxylic acids in absolute alcohols, on treatment with thionyl chloride at room temperature give good yields of corresponding esters.