DMF-DMA CAS 4637-24-5 N, N-Dimethylformamide Dimethyl Acetal Tsabta > 99.0% (GC) Kasuwancin Kasuwanci

Tun lokacin da Meenvin ya ba da rahoton shirye-shiryen DMF-DMA (N, N-Dimethylformamide Dimethyl Acetal) a cikin 1956, DMF-DMA ya zama reagent sau da yawa ana amfani da shi a cikin haɓakar ƙwayoyin cuta.
Ana amfani da DMF-DMA ko'ina wajen gina zoben heterocyclic mambobi biyar ko shida a cikin amsawar rufewar zobe.DMF-DMA yana da m dauki da high yawan amfanin ƙasa, musamman ga high juriya mahadi.
Babban tsarin mahadi na amide acetal kamar haka:
Mafi yawan amfani da shi shine DMF-DMA da DMF-DEA, amide acetal yana da sauƙi na hydrolyzed, ana iya ƙaddamar da shi, amidine, alkylation da cyclization halayen.
Babban zarra na carbon na DMF-DMA an haɗa shi da heteroatoms uku tare da manyan electronegative, wanda ya sa ya sami aiki mai ƙarfi na electrophilic.A karkashin aikin acid, rukunin alkoxy yana da sauƙin barin, kuma ana samun ions masu ƙarfi tare da ayyukan electrophilic mai ƙarfi.Halin DMF-DMA ya ƙunshi amsawar methylation da amsawar samuwar.
"Daya-carbon Syntheson" na DMF-DMA
A cikin martanin rufe madauki da ya ƙunshi DMF-DMA, atom ɗin carbon guda ɗaya kawai a cikin samfurin ana yawan bayarwa ta DMF-DMA, don haka ana iya ɗaukar DMF-DMA azaman haɗin carbon.
DMF-DMA esterification dauki
DMF-DMA esterification yana ba da damar nau'ikan acid carboxylic don samar da sauƙi C1-20 alkyl ko aryl esters, kuma ana iya raba samfuran ta cikin sauƙi ta hanyar distillation.
Adipic acid da DMF-DMA an ƙaddara su a digiri 80 na sa'o'i biyu.Amide acetal shine kyakkyawan zaɓi don ɓata wasu acid na carboxylic tare da tsangwama ko rashin kwanciyar hankali.
Ra'ayin DMF-DMA amidination da kariya na farko amines
Amide acetals na iya amsawa ba kawai tare da amines na farko ba, har ma tare da amides, carbamates, sulfonamides don samar da haɗin gwiwar hydrocarbon.
Irin su: 2, 4-dimethyl aniline da DMF-DMA a digiri 80 na iya cire methanol da sauri don samar da mahadi na dimethamidine.
Hakanan ana iya amfani da DMF-DMA azaman ƙungiyar kariyar amine ta farko, rukunin kariyar amine na farko (2 NH duk kariya) tabbas yawancin mutane suna tunanin phthalyl, zoben pyrrole, Boc biyu, PMB biyu, da sauransu, amma DMF-DMA kariya na farko. Amin, a wasu lokuta kuma yana da amfani sosai tsarin kariya, kashe kariya kawai yana buƙatar haɗin TFA.
Amino kariya - 13 gabatarwar tushe na kariyar gama gari, ƙwarewar zaɓin tushe na kariya, kewayon amfani, yanayin gabatarwa, yanayin ƙauye taƙaitaccen bayani.
DMF-DMA yana amsawa tare da ƙungiyoyin methyl da methylene masu aiki don samar da haɗin gwiwar carbon-carbon biyu
Phenylmethylation na DMF-DMA
Haɗin mahaɗan heterocyclic a cikin DMF-DMA
Amide acetal a matsayin mai ba da gudummawar carbon guda ɗaya ana iya amfani dashi don haɗa hadaddun mahadi daban-daban da abubuwan halitta na biomimetic.Tare da amide acetals za a iya hada: 1,2.4 triazole, 1.2, 4 triazolone, aminoheterocyclic abubuwan da aka gyara, pyrimidine, pyrimidine, indoles, pyridine, quinoline, thiazole, oxazolone, isooxazole, 1.2, 4-triazone, pyrazine da sauransu jerin, pyrazine. na ammonia heterocyclic abũbuwan amfãni, kuma za a iya hada oxygen, sulfur heterocyclic mahadi.
Dangane da nau'in halayen sinadarai, aikace-aikacen amide acetal a cikin haɗin haɗin ginin heterocyclic ana iya raba su zuwa abubuwa uku masu zuwa.
(1): amide acetal da amine, amide, carbamate lipid dauki, haifar da iri-iri na heterocyclic zobba.
Amidoacetal da aminin amsawa ga matsakaicin matsakaici na foramidine, sannan intramolecular nucleophilic zobe amsa don samar da nau'ikan heterocycles, ko formamidine da hydrazine, hydroxylamine, l, 2, daya ko biyu alkyl halides dauke da ƙungiyoyi biyu masu aiki na mahadi tare da dogon sarkar carbon, sannan zobe na intramolecular. .
Haɗin haɗin haɗin heterocyclic ta hanyar amsawar amide acetals da amides, kamar haɗakarwar l, 2,4 monotriazole.Na farko, acetal yana amsawa tare da amide don samar da N, N 'tritradil, sa'an nan kuma ya zo tare da phenylhydrazine don samar da l, 2,4 monotriazole.
Amide acetals suna amsawa tare da carbamic acid ko acetate don samar da zoben heterocyclic mai ɗauke da chlorine.Matsakaicin magana wanda aka samo ta hanyar amsawar amide acetal tare da aminoethyl ester: nn-dimethyl-n 'alkyl-carboxymethyl formamidine, wanda ke amsawa da hydrazine ko maye gurbin hydrazine.Alal misali, don shirye-shiryen 1,2,4 triazinone-6, ana nuna ma'auni a ƙasa.Idan ka amsa shi da nitro-formate zaka sami 1,2,4 triazolone-5.
Hanyar amsawa don samuwar 1,2,4 triazolone-5
Abun da ke ciki na 1.2.4-triazolidin-5 shine matakai biyu.Na farko, ethyl carbamate da DMF diformaldehyde acetals suna samar da matsakaicin Nn-dimethyl-n-ethoxy-formamidine.Na biyu, rukunin amino akan phenylhydrazine yana kashe carbon akan foramidine, wanda ya yi hasarar -N (CH3).Sa'an nan kuma ammonia a kan zoben benzene kusa da phenylhydrazine ya kai hari ga carbon a kan rukunin carbon, yana samar da oxygen anion, kuma ɗayan biyu na electrons akan oxygen ya sauko, ya rasa rukunin ethoxy, kuma ya samar da 1.2, 4-triazolone-5.
(II) Shiri na heterocyclic mahadi ta hanyar amsawar amide acetal da amide
Wannan ita ce hanyar da aka fi ba da rahoto game da ƙazantar ƙira a cikin 'yan shekarun nan.Ayyukan amide acetal yayi daidai da Grignard reagent, amma yanayin amsawar amide acetal mai sauƙi ne kuma mai laushi.
Amide acetal yana da ƙungiyoyi masu aiki guda biyu, babban haɓakawa, da methyl mai aiki, methylene amsa don samar da tsaka-tsakin amidine, na iya zama ƙarin amsawa, rufewar zobe, da Grignard reagent da amsawar methylene, kawai tsawaita sarkar carbon, ba zai iya zama ƙarin amsawa ba.Misali, hadawar abubuwan da aka samu na furanochroone.
(3): amide acetal da hydroxyl, sulfhydryl fili dauki don samar da oxygen, sulfur heterocyclic mahadi.
Haɗin da ke sama na furohutanone misali ne mai kyau na tsararrun acetal na abubuwan da suka samo asali na enamine da ƙungiyar hydroxyl ta hanyar raba sandar endolateral, wanda ya haifar da heteramine mai ɗauke da oxyd:.Wani misali: catechol da DMF -- DMA suna samar da zobba masu dauke da oxygen a gaban dichloromethane.
Halin DMF - DMA da o-mercaptoaniline na iya samar da zoben heterocyclic mai dauke da sulfur, tsarin amsawa shine kamar haka
Nazarin shari'a na amsawar rufewar zobe na DMF-DMA da halayen mutum
(1) Batcho-Leimgruber indole kira
Shiri daban-daban na Vindol daga o-nitrotoluene.
Hanyar amsawa
Da farko, dimethylformamide dimethylacetal, mummunan ions na ƙungiyar methoxy sun bar don samar da matsakaicin matsakaici.An kai hari da carboanions da aka kafa ta hanyar lalata o-nitrotoluene methyl hydrogen kuma ya rasa methanol don samun enylamine da aka ambata a sama.Samfurin wannan matakin, enamine, yayi kama da alkene tare da abubuwan da ke cire electron da kuma abubuwan ba da gudummawar lantarki a haɗe a bangarorin biyu (Push-pull olefin yana da ƙarfi polar kuma galibi ja ne ja saboda babban kewayon haɗuwa a cikin kwayoyin. A mataki na biyu na amsawa, ƙungiyar nitro tana raguwa zuwa ƙungiyar amino, sannan ta yin hawan keke da kawarwa don samun samfurin ƙarshe.
(2) Haɗaɗɗen hotuna na abubuwan pyridine
(3) Haɗin abubuwan pyrazole