- Nucleophilic Substitution in 6-Chloro-2-(2-cyano-phenoxy)quinoxalines and Antibacterial Activity of Phenoxychloroquinoxaline Derivatives
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Abstract: Ullmann reaction of 2-[(6-chloroquinoxalin-2-yl)oxy]benzonitrile with 4-tert-butylphenol unexpect-edly afforded 2-(4-tert-butylphenoxy)-6-chloroquinoxaline instead of the corresponding 6-substituted deriva-tive. Different phenols were used to check the nucleofugality of 2-cyanophenoxy group in the 2-position of quinoxalines, so that 2-cyanophenoxy group can be regarded as an alternative to halogens for nucleophilic substitution. A series of new substituted 6-chloro-2-phenoxyquinoxaline derivatives were synthesized from 4-[(6-chloroquinoxalin-2-yl)oxy]phenol and different heteroaryl and sulfonyl chlorides. The synthesized com-pounds were characterized by IR, 1H and 13C NMR and mass spectra and evaluated for their antibacterial activity.
- Babu, T. S. S.,Srinivasu, N.
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p. 647 - 652
(2021/06/01)
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- A spore and intermediate 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol synthesis method (by machine translation)
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The invention relates to a synthesis method of spore, characterized in that the first hydroquinone with sodium hydroxide to prepare the sodium salt of hydroquinone, with 2, 6 - dichloro quinozaline reaction, to obtain 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol, then with paratoluene sulfonic acid ethyl lactate reaction to obtain the spore. The synthesizing process to optimize the original process, advantage lies in the organic solvent in the reaction and post-processing, the system reduces the response of the alkaline, avoids the strong alkaline aqueous phase reactions the drawback of easy to produce impurities, reduces the raw material 2, 6 - dichloro quinozaline hydrolysis, so that the 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) to the phenol content of 98% or more, the yield of 92% or more, follow-up synthesis reaction the yield of 90% or more. (by machine translation)
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Paragraph 0021; 0025
(2018/04/28)
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- A method for producing quizalofop-P-ethyl environment-friendly process (by machine translation)
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The present invention relates to a method for producing quizalofop-P-ethyl environment-friendly process, characterized in that the first hydroquinone with sodium hydroxide reaction to prepare the sodium salt of hydroquinone, with 2, 6 - dichloro quinozaline reaction, to obtain 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) phenol, then with paratoluene sulfonic acid ethyl lactate reaction to obtain the quizalofop-P-ethyl, herbicide then the grease of the alkaline hydrolysis, acidification, recovery 6 - chloro - 2 - hydroxy-quinoxaline. The synthesis process is advantageous in that the organic solvent in the reaction and post-processing, the system reduces the response of the alkaline, avoids the strong alkaline aqueous phase reactions the drawback of easy to produce impurities, reduces the raw material 2, 6 - dichloro quinozaline hydrolysis, so that the 4 - (6 - chloro - 2 kuikui oh linlin oxygen radical) to the phenol content of 98% or more, the yield of 92% or more, the recovery of the herbicide of the grease in the 6 - chloro - 2 - hydroxy-quinoxaline, not only reduces the discharge capacity of the solid waste, the protection of the environment, reduces the quizalofop-P-ethyl intermediate cost. (by machine translation)
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Paragraph 0023; 0027; 0031; 0035; 0039
(2018/04/03)
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- Evaluation of the Elbs Persulfate Oxidation Reaction for the Preparation of Aryloxyphenoxypropionate Herbicides
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A new, simple method for the preparation of several 4-(aryloxy)phenols (2a-d) and alkyl 2-(4-hydroxyphenoxy)propionates (3a,b) is described.These compounds are key precursors for the synthesis of important aryloxyphenoxypropionate herbicides (1a-d).The method uses the Elbs persulfate oxidation to convert phenol into 4-hydroxyphenyl sulfate (5).The free hydroxy group is then reacted with various aryl halides and alkyl 2-halopropionates.Mild hydrolysis of the sulfate group with boiling acetic acid then gives the products (2a-d) and (3a,b), generally in modest to good yield.
- Watson, Keith G.,Serban, Alexander
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p. 1503 - 1510
(2007/10/02)
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- 4-quinoxalinyloxyphenoxyalkylinitrile herbicides
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Herbicidal methods utilizing compounds having the structure STR1 wherein: n is 0, 1, 2, or 3; R is H or alkyl; and R1 is halogen, nitro, methyl, halomethyl, methoxy, halomethoxy or ethoxy are disclosed which control the growth of undesirable weeds but are substantially innocuous to corn. Herbicidal compositions comprising the compounds and a carrier are also disclosed.
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- THE FACILE SYNTHESIS OF QUINOXALINYL-2-OXYPHENOLS
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Facile synthesis of quinoxalinyl-2-oxyphenols are described.The condensation of 2-chloroquinoxalines with three molar equivalent of dihydroxybenzene in basic medium gave preferentially quinoxalinyl-2-oxyphenols, which involves nucleophilic cleavage of the initially formed bis(quinoxalinyl-2-oxy)benzenes by an excess of dihydroxybenzene.
- Sakata, Gozyo,Makino, Kenzi,Hashiba, Isao
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p. 2581 - 2585
(2007/10/02)
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