6437-44-1

Upstream product

• 10531-15-4 1-cyanoethyl benzenesulfonate 
• 108-95-2 phenol 
• 3598-14-9 phenoxyacetonitrile 
• 616-38-6 carbonic acid dimethyl ester 
• 110-52-1 1,4-dibromo-butane 
• 150-19-6 O-methylresorcine 
• 1617-17-0 2-chlorpropionitrile 
• 109-64-8 1,3-dibromo-propane 
• 940-31-8 2-phenoxypropionic acid 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 
• 103-73-1 Phenetole 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 

Downstream Products

• 6437-49-6 (R)-2-Phenoxy-1-propylamine 

Relevant academic research and scientific papers

Decarboxylative Cyanation of Aliphatic Carboxylic Acids via Visible-Light Flavin Photocatalysis

An operationally simple method is disclosed for the decarboxylative cyanation of aliphatic carboxylic acids at room temperature. Riboflavin tetraacetate, which is an inexpensive organic photocatalyst, promotes the oxidation of carboxylic acids upon visible-light activation. After decarboxylation, the generated radicals are trapped by TsCN, yielding the desired nitriles without any further additive, in a redox-neutral process. Importantly, this protocol can be adapted to flow conditions.

A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones

A metal-free protocol of direct C(sp3)-H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent on the substrates: (1) a free radical case for alkanes and ethers and (2) an oxidative case for tertiary amines.

The use of dialkyl carbonates for safe and highly selective alkylations of methylene-active compounds. A process without waste production

The non-toxic compound dimethyl carbonate (DMC) can be used as a methylating and a methoxycarbonylating agent in place of methyl chloride and phosgene, respectively. We report here that DMC and other dialkyl carbonates (DAlkCs: dimethyl, diethyl and dibenzyl carbonates) allow very selective alkylations of a variety of CH2-acidic compounds. Both arylacetonitriles and alkyl arylacetates react with DAIkCs to yield the mono-C-alkylated derivatives (α-alkyl-α-arylacetonitriles and alkyl α-alkyl-α-arylacetates) with a selectivity of up to 99%, at complete conversion. Likewise, the mono-C-methylation by DMC proceeds selectively also on (aryloxy)acetonitriles and methyl (aryloxy)acetates. The reactions are carried out at temperature of 180-220°C in the presence of weak bases (usually K2CO3); under such conditions, DAlkCs efficiently replace the common and very toxic alkylating agents (dialkyl sulfates and alkyl halides). In addition to the high selectivity obtained and the intrinsic safety of the dialkyl carbonates, the reported reactions give rise to neither organic nor inorganic waste products.

A new synthesis of 2-aryloxypropionic acids derivatives via selective mono-C-methylation of methyl aryloxyacetates and aryloxyacetonitriles with dimethyl carbonate

A one-pot procedure for the mono-C-methylation of methyl aryloxyacetates and aryloxyaceto nitriles by dimethyl carbonate (DMC) is reported. The reaction is carried out in an autoclave at high temperatures (180-200°C) and in the presence of a base (K2

Anti-juvenile hormones

Potential insect control compounds which are chromenes, as well as their method of preparation and use, are disclosed. Compounds have been found which are effective in the control of insects by inhibiting the actions of juvenile hormone. Examples of useful compounds are 6,7-dimethoxy-2,2-dimethyl-3-chromene and 7-methoxy-2,2-dimethyl-3-chromene which can be extracted from the common bedding plant Ageratum houstonianum. Such compounds act to induce precocious maturation of immature insects, resulting in death either during or within a short time before or after the molting process. Additional effects which have been obtained include sterilization of mature insects, interruption of embryogenesis in insect eggs, the induction of diapause in insects and the prevention of sex pheromone secretion in insects.

Serotonin antagonists

A compound of the formula EQU1 or an acid addition salt thereof wherein R1 and R2 are the same or different and each is a phenyl or thien-2-yl group optionally substituted in one or more positions by a substituent selected from the class consisting of halogen, lower alkyl, lower alkoxy, hydroxy, lower alkylthio, phenyl, phenoxy, phenyl-(lower-alkyl) and phenyl-(lower-alkoxy), each of the said phenyl, phenoxy, phenyl-(lower-alkyl) and phenyl-(lower-alkoxy) substituent groups being optionally substituted in one or more positions by a member selected from the class consisting of halogen, lower alkyl, lower alkoxy, hydroxy, and lower alkylthio; A1 is a divalent straight or branched alkylene group containing from two to six carbon atoms and one or two divalent atoms which are each an oxygen or sulphur atom, provided that there are at least two carbon atoms between the divalent atom and the --NH-- group and between the two divalent atoms; and A2 is the methylene group --CH2 --.