337308-72-2

Upstream product

• 98-85-1 1-Phenylethanol 
• 612-25-9 2-Nitrobenzyl alcohol 
• 610-14-0 2-nitrobenzyl chloride 
• 118-92-3 anthranilic acid 
• 19165-29-8 N-(trifluoroacetyl)anthranilic acid 
• 1026524-56-0 2-(2,2,2-trifluoro-acetylamino)-benzoic acid 1-phenyl-ethyl ester 
• 124706-40-7 N-(2-mesitylenesulfonyloxy)phthalimide 
• 56530-39-3 N-p-tolylsulfonyloxyphthalimide 

Relevant academic research and scientific papers

Transition-metal-catalyst-free synthesis of anthranilic acid derivatives by transfer hydrogenative coupling of 2-nitroaryl methanols with alcohols/amines

By using a transfer hydrogenative coupling strategy, we herein describe a new method for the efficient synthesis of anthranilic acid derivatives, a significantly important class of compounds with extensive applications in organic synthesis and the discovery of bioactive molecules, from 2-nitroaryl methanols and readily available alcohols/amines. The synthesis proceeds with the merits of no need for a transition metal catalyst, operational simplicity, broad substrate scope, good functional tolerance, and high step efficiency, which offers a useful alternative to access anthranilic acid derivatives.

Preparation method of anthranilate and amide compounds

The invention discloses a preparation method of anthranilate and amide compounds. The method comprises the following steps: adding an aromatic compound containing adjacent hydroxymethyl and nitro substituent groups, an alcohol or an amine and a solvent into a reactor, adding an alkali as a promoter, introducing an inert gas, carrying out a stirring reaction at 100-110 DEG C for 16-20 h, and carrying out separation and purification to obtain the anthranilate or amide compounds. The preparation method has the advantages of simple synthesis steps, safety in operation, non-toxicity and low price of raw materials, high yield of the final product, and facilitation of industrial production.

Studies on the Lossen-type rearrangement of N-(3-phenylpropionyloxy) phthalimide and N-tosyloxy derivatives with several nucleophiles

The reaction of N-(3-phenylpropionyloxy)phthalimide (1a) and N-tosyloxy (5a,b) derivatives with nucleophiles was examined and found to give the products via Lossen-type rearrangement. In order to obtain the scope of this reaction mechanism, further studies the reaction of several N-sulfonyloxyimide derivatives with various nucleophiles under similar conditions were carried out and found to afford the corresponding same types of products in high yields.

Synthesis of simple analogues of methyllycaconitine - An efficient method for the preparation of the N-substituted anthranilate pharmacophore

The synthesis of several A and AE ring analogues of the alkaloid methyllycaconitine is reported. The key 2-(2″-methylsuccinimido)benzoate ester pharmacophore is introduced using an efficient two step procedure. Esterification of the alcohol precursors with N-(trifluoroacetyl)anthranilic acid under Steglich conditions followed by sodium borohydride mediated cleavage of the trifluoroacetyl group affords the anthranilate esters. Subsequent fusion with methylsuccinic anhydride affords the N-substituted anthranilate derivatives containing the key pharmacophore present in a range of commonly occurring Delphinium and Aconitum alkaloids.

A high yielding synthesis of anthranilate esters from sterically hindered alcohols

A high yielding and operationally simple synthesis of anthranilate esters derived from primary, secondary and tertiary alcohols is reported. Esterification of the alcohol with N-(trifluoroacetyl)anthranilic acid under Steglich conditions, followed by sodium borohydride mediated cleavage of the trifluoroacetyl group affords the anthranilate ester. This new method has application in the synthesis of the ester sidechains of the commonly occurring Delphinium and Aconitum alkaloids and their analogues.

Ketone precursors for organoleptic compounds

The invention discloses ketones of formula I: wherein, Y is an optionally substituted alkyl, cycloalkyl, or cycloalkylalkyl, wherein each alkyl group is straight or branched and each alkyl and cycloalkyl group is saturated or unsaturated; R1is hydrogen or a C1-6alkyl group that is substituted, saturated or unsaturated, straight or branched; A is a chromophoric substituted aromatic ring or ring system; n is an integer; and with the proviso that formula I is not 2-ethoxy-1-phenyl-ethanone. These compositions are useful for the delivery of organoleptic compounds, especially of flavors, fragrances, masking agents and antimicrobial compounds.

Synthesis and pharmacological evaluation of fenamate analogues: 2-[(7-substituted-4-quinolinyl)-amino] benzoic acid esters

A series of 2-[(7-chloro- or 7-trifluoromethyl-4-quinolinyl)-amino] benzoic acid 1-arylethyl or 1-arylpropyl ester hydrochlorides 1a-p has been synthesized and evaluated for their analgesic (hot plate), antiinflammatory (carrageenin induced rat paw edema)