DMF-DMA CAS 4637-24-5 N, N-Dimethylformamide Dimethyl Acetal Purity >99.0% (GC) Te Hoko Hoko Hangarau

Mai i te korero a Meenvin i te whakaritenga o DMF-DMA (N,N-Dimethylformamide Dimethyl Acetal) i te tau 1956, kua riro te DMF-DMA hei reagent e whakamahia ana i roto i te whakahiato waro.
Ka whakamahia nuitia te DMF-DMA ki te hanga i nga mowhiti heterocyclic e rima, e ono ranei i roto i te tauhohenga katinga mowhiti.He ngawari te tauhohenga a DMF-DMA me te hua nui, ina koa mo nga puhui aukati teitei.
Ko te hanganga whanui o nga pūhui amide acetal e whai ake nei:
Ko te mea tino nui ko te DMF-DMA me te DMF-DEA, ko te amide acetal he ngawari ki te hydrolyzed, ka taea te esterified, amidine, alkylation me nga tauhohenga cyclization.
Ko te ngota waro pokapū o DMF-DMA e hono ana ki nga heteroatoms e toru me te electronegative nui, na te mea he kaha te mahi hiko.I raro i te mahi o te waikawa, he ngawari te wehe atu o te roopu alkoxy, a ka whiwhi nga katote pai me te kaha o te mahi electrophilic.Ko te tauhohenga o te DMF-DMA te nuinga o te tauhohenga methylation me te tauhohenga hanga.
"Kotahi-waro Syntheson" o DMF-DMA
I roto i te tauhohenga katinga katinga e pa ana ki te DMF-DMA, kotahi anake te ngota waro i roto i te hua ka tukuna e DMF-DMA, na reira ka kiia ko DMF-DMA he whakahiato waro.
DMF-DMA tauhohenga esterification
Ko te whakakaha DMF-DMA ka taea e nga momo waikawa carboxylic te whakaputa ngawari C1-20 alkyl, aryl esters ranei, a ka ngawari te wehe i nga hua ma te whakakore.
Ko te waikawa adipic me te DMF-DMA i whakamaarama i nga nekehanga 80 mo nga haora e rua.Ko te Amide acetal he kowhiringa pai mo te whakamaaramatanga o etahi waikawa carboxylic me te aukati i te mate, he ngoikore ranei te pumau.
Tauhohenga o DMF-DMA amidination me te tiaki o nga amine tuatahi
Ka taea e nga acetals Amide te tauhohe ki nga amine tuatahi anake, engari me nga amides, carbamates, sulfonamides hei hanga i nga here hydrocarbon.
Pēnei i te: 2, 4-dimethyl aniline me te DMF-DMA i nga nekehanga 80 ka taea te tango tere i te methanol ki te hanga i nga pūhui dimethamidine.
Ka taea hoki te whakamahi DMF-DMA hei roopu tiaki amine tuatahi, roopu tiaki amine tuatahi (2 NH tiaki katoa) pea te nuinga o nga tangata e whakaaro ana ki te phthalyl, te mowhiti pyrrole, te Boc rua, te PMB rua, me etahi atu, engari ko te tiaki DMF-DMA o te tuatahi. Amine, i etahi wa he kaupapa whakamarumaru tino whai hua ano hoki, ko te whakamarumaru me TFA he ranunga.
Tiaki Amino - 13 te whakaurunga turanga whakamarumaru noa, te wheako whiriwhiri turanga tiaki, te awhe o te whakamahi, nga tikanga whakataki, nga tikanga tango tiritiri whakarāpopototanga
Ka tauhohe te DMF-DMA ki nga roopu methyl me te methylene hohe hei hanga i nga here rua waro-wao
Phenylmethylation o DMF-DMA
Tauhohenga pūhui Heterocyclic i DMF-DMA
Ko te Amide acetal hei kaituku waro kotahi ka taea te whakamahi ki te whakahiato i nga momo puhui matatini me nga matū taiao koiora.Ki te acetals amide ka taea te synthesized: 1,2.4 triazole, 1.2, 4 triazolone, derivatives aminoheterocyclic, pyrimidine, pyrimidine, indoles, pyridine, quinoline, thiazole, oxazolone, isooxazole, 1.2, 4-triazone, pyranone, pyranone, pyranone. o te haukini heterocyclic pärönaki, ka taea hoki te synthesized hāora, pūhui heterocyclic whanariki.
E ai ki te momo tauhohenga matū, ka taea te wehea te tono o te amide acetal i roto i te synthesis pūhui heterocyclic ki nga waahanga e toru e whai ake nei.
(1): amide acetal me te amine, te amide, te tauhohenga lipid carbamate, ka whakaputa i nga momo mowhiti heterocyclic
Tauhohenga Amidoacetal me te amine ki te tauhohenga formamidine, katahi ka tauhohenga mowhiti nucleophilic intramolecular ki te whakaputa i nga momo heterocycles, formamidine ranei me te hydrazine, hydroxylamine, l, 2, kotahi, e rua ranei nga alkyl halides kei roto e rua nga roopu hohe o nga pūhui me te mekameka waro roa, katahi te mowhiti intramolecular. .
Ko te whakahiato o nga pūhui heterocyclic ma te tauhohenga o nga acetals amide me nga amides, penei i te whakahiato o te l, 2,4 monotriazole derivatives.Tuatahi, ka tauhohe te acetal ki te amide hei hanga N, N 'tritradil, katahi ka tatangi ki te phenylhydrazine hei hanga l, 2,4 monotriazole derivatives
Ka tauhohe nga acetals Amide me te waikawa warowaiha, te acetate ranei hei hanga mowhiti heterocyclic kei roto te maota.He takawaenga diactive i hangaia e te tauhohenga o te acetal amide me te hākawa aminoethyl: nn-dimethyl-n 'alkyl-carboxymethyl formamidine, ka tauhohe ki te hydrazine, ki te hydrazine whakakapi ranei.Hei tauira, mo te whakarite i te 1,2,4 triazinone-6, ka whakaatuhia te wharite i raro nei.Mena ka tauhohe koe me te nitro-formate ka whiwhi koe i te 1,2,4 triazolone-5.
Ko te tikanga urupare mo te hanganga o te 1,2,4 triazolone-5
Ko te hanganga o te 1.2.4- triazolidin-5 e rua nga waahanga.Tuatahi, ko te ethyl carbamate me te DMF diformaldehyde acetals te hanga i te Nn-dimethyl-n-ethoxy-formamidine takawaenga.Tuarua, ko te roopu amino i runga i te phenylhydrazine ka whakakore i te waro i runga i te formamidine, ka ngaro -N (CH3).Na ko te haukini i runga i te mowhiti benzene e tata ana ki te phenylhydrazine ka whakaeke i te waro i runga i te roopu waro, ka hanga he anion hāora, ka heke iho te rua o nga irahiko i runga i te hāora, ka ngaro te roopu ethoxy, ka whakaputa i te 1.2, 4-triazolone-5.
(II) Te whakarite i nga pūhui heterocyclic ma te tauhohenga o te amide acetal me te amide
Koinei te tikanga tino korero mo te whakahiato poke i roto i nga tekau tau tata nei.Ko te mahi a te amide acetal he rite ki te Grignard reagent, engari he ngawari me te ngawari te ahua o te tauhohenga o te amide acetal.
E rua nga roopu kaha a Amide acetal, he kaha te kaha, me te methyl kaha, te tauhohenga methylene ki te hanga i nga takawaenga amidine, ka taea te tauhohenga atu, te kati mowhiti, me te tauhohenga Grignard me te tauhohenga methylene, ka roa noa iho te mekameka waro, kaore e taea te tauhohenga atu.Hei tauira, te whakahiatotanga o nga pärönaki furanochroone.
(3): amide acetal and hydroxyl, tauhohenga pūhui sulfhydryl ki te whakaputa hāora, pūhui heterocyclic whanariki
Ko te whakahiato i runga ake nei o te furohutanone he tauira pai o te whakatipuranga acetal o nga huanga enamine me te roopu hydroxyl ma te wehe i te pou endolateral, ka puta he heteramine kei roto oxy:.Ko tetahi atu tauira: catechol me DMF -- Ka hangaia e DMA nga mowhiti whai hāora i te aroaro o te dichloromethane.
Ko te tauhohenga o te DMF -- Ka taea e DMA me te o-mercaptoaniline te whakaputa whakakai heterocyclic whanariki-kei roto, ko te tauira tauhohenga e whai ake nei
Te rangahau take mo te katinga mowhiti DMF-DMA tauhohenga me te tauhohenga whaiaro
(1) Batcho-Leimgruber indole synthesis
Te whakarite i nga momo momo hua Vindol mai i te o-nitrotoluene.
Tikanga tauhohenga
Tuatahi, ko te dimethylformamide dimethylacetal, ko nga katote kino o te roopu methoxy ka wehe ki te whakaputa i tetahi takawaenga tauhohenga ake.Ka whakaekehia e nga waro-a-whaa i hangaia e te whakahekenga o te o-nitrotoluene methyl hydrogen ka ngaro te methanol ki te whiwhi i te enylamine kua whakahuahia ake nei.Ko te hua o tenei taahiraa, enamine, he rite ki te alkene me nga whakakapinga tango irahiko me te koha irahiko e piri ana ki nga taha e rua (Ko te pana-pull olefin he tino polar me te nuinga o nga wa ka pouri whero na te nui o te awhe whakakotahitanga o te ngota. I te taahiraa tuarua o te tauhohenga, ka whakahekehia te roopu nitro ki te roopu amino, ka whai i te huringa me te whakakore kia whiwhi i te hua whakamutunga.
(2) Pikitia hiato o nga pärönaki pyridine
(3) Te whakahiato o nga pärönaki pyrazole