DMF-DMA CAS 4637-24-5 N, N-Dimethylformamide Dimethyl Acetal Maʻemaʻe >99.0% (GC) Hale Kūʻai Wela

Mai ka hōʻike ʻana o Meenvin i ka hoʻomākaukau ʻana o DMF-DMA (N, N-Dimethylformamide Dimethyl Acetal) i ka makahiki 1956, ua lilo ʻo DMF-DMA i mea reagent i hoʻohana pinepine ʻia i ka synthesis organik.
Hoʻohana nui ʻia ʻo DMF-DMA i ke kūkulu ʻana i ʻelima a ʻeono mau apo heterocyclic lālā i ka hopena pani pani.Loaʻa i ka DMF-DMA ka hopena haʻahaʻa a me ka hopena kiʻekiʻe, ʻoi aku hoʻi no nā pūhui kūpaʻa kiʻekiʻe.
ʻO ke ʻano maʻamau o nā pūhui amide acetal penei:
ʻO ka mea i hoʻohana nui ʻia ʻo DMF-DMA a me DMF-DEA, ʻo ka amide acetal ka maʻalahi o ka hydrolyzed, hiki ke esterified, amidine, alkylation a me nā hopena cyclization.
Hoʻopili ʻia ka ʻātoma kalapona waena o DMF-DMA me ʻekolu heteroatoms me ka electronegative nui, kahi e loaʻa ai ka hana electrophilic ikaika.Ma lalo o ka hana o ka waikawa, maʻalahi ka haʻalele ʻana o ka hui alkoxy, a loaʻa nā ion maikaʻi me ka hana electrophilic ikaika.ʻO ka hopena o DMF-DMA ka nui o ka hopena methylation a me ka hopena hoʻokumu.
"Hoʻokahi-carbon Syntheson" o DMF-DMA
Ma ka hopena pani pani e pili ana i DMF-DMA, hoʻokahi wale nō kalapona ʻātoma i loko o ka huahana i hāʻawi pinepine ʻia e DMF-DMA, no laila hiki ke manaʻo ʻia ʻo DMF-DMA ma ke ʻano he carbon synthesona.
DMF-DMA esterification pane
Hiki i ka DMF-DMA esterification ke hiki i nā ʻakika carboxylic like ʻole ke hana maʻalahi i ka C1-20 alkyl a i ʻole aryl esters, a hiki ke hoʻokaʻawale ʻia nā huahana e ka distillation.
Ua esterified ka ʻakika Adipic a me DMF-DMA ma 80 degere no ʻelua hola.ʻO Amide acetal kahi koho kūpono no ka esterification o kekahi mau ʻakika carboxylic me ka steric hindrance a i ʻole ka paʻa maikaʻi ʻole.
ʻO ka hopena o ka DMF-DMA amidination a me ka pale o nā amine mua
Hiki i ka Amide acetals ke hana ʻaʻole wale me nā amine mua, akā me nā amides, carbamates, sulfonamides e hana i nā paʻa hydrocarbon.
E like me: 2, 4-dimethyl aniline a me DMF-DMA ma 80 degere hiki ke wehe koke i ka methanol e hana i nā pūhui dimethamidine.
Hiki ke hoʻohana ʻia ʻo DMF-DMA ma ke ʻano he pūʻulu pale amine mua, pūʻulu pale amine mua (2 NH pale a pau) manaʻo paha ka hapa nui o ka poʻe i ka phthalyl, pyrrole apo, pālua Boc, pālua PMB, a me nā mea ʻē aʻe, akā DMF-DMA pale o ka mea mua. amine, i kekahi mau hihia he mea pono loa ka hoʻolālā palekana, ʻo ka pale wale nō e pono ai i kahi hui TFA.
ʻO ka palekana Amino - 13 ka hoʻomaka ʻana o ka waihona palekana maʻamau, ka ʻike koho kumu palekana, ka laulā o ka hoʻohana ʻana, nā kūlana hoʻolauna, nā kūlana hoʻohemo ʻana i ka hōʻuluʻulu manaʻo.
Hoʻopili ʻo DMF-DMA me nā pūʻulu methyl a me methylene e hana i nā paʻa pālua kalapona-carbon
Phenylmethylation o DMF-DMA
Heterocyclic pūhui hopena i DMF-DMA
Hiki ke hoʻohana ʻia ʻo Amide acetal ma ke ʻano he mea hāʻawi kalapona hoʻokahi e synthesize i nā pūhui paʻakikī like ʻole a me nā mea kūlohelohe biomimetic.Me ka amide acetals hiki ke synthesized: 1,2.4 triazole, 1.2, 4 triazolone, aminoheterocyclic derivatives, pyrimidine, pyrimidine, indoles, pyridine, quinoline, thiazole, oxazolone, isooxazole, 1.2, 4-triazone, pyranone, pyranone, pyranone. o ka ammonia heterocyclic derivatives, hiki no hoi ke synthesized oxygen, sulfur heterocyclic pūhui.
Wahi a ke ʻano o ka hopena kemika, hiki ke hoʻokaʻawale ʻia ka hoʻohana ʻana o ka amide acetal i ka heterocyclic compound synthesis i ʻekolu mau ʻano.
(1): amide acetal a me amine, amide, carbamate lipid reaction, hoʻopuka i nā ʻano apo heterocyclic.
ʻO Amidoacetal a me ka amine pane i ka formamidine waena, a laila intramolecular nucleophilic apo pane e hana i nā heterocycles like ʻole, a i ʻole formamidine a me hydrazine, hydroxylamine, l, 2, hoʻokahi a ʻelua mau alkyl halides i loaʻa i ʻelua pūʻulu ikaika o nā pūhui me ke kaulahao kalapona lōʻihi, a laila apo intramolecular. .
Hoʻohui ʻia o nā pūhui heterocyclic e ka hopena o nā amide acetals a me nā amides, e like me ka synthesis o l, 2,4 monotriazole derivatives.ʻO ka mea mua, hana ka acetal me ka amide e hana i ka N, N 'tritradil, a laila apo me ka phenylhydrazine e hana i ka l, 2,4 monotriazole derivatives.
Hoʻopili ʻo Amide acetals me ka ʻakika carbamic a i ʻole acetate e hana i nā apo heterocyclic i loko o ka chlorine.He waena diactive i hana ʻia e ka pane ʻana o kahi amide acetal me kahi aminoethyl ester: nn-dimethyl-n 'alkyl-carboxymethyl formamidine, ka mea e hana me ka hydrazine a i ʻole ka hydrazine pani.Eia kekahi laʻana, no ka hoʻomākaukauʻana i ka 1,2,4 triazinone-6, hōʻikeʻia ka hoohalike ma lalo nei.Inā ʻoe e hana me kahi nitro-formate loaʻa iā ʻoe ka 1,2,4 triazolone-5.
ʻO ka hana hoʻohālikelike no ka hoʻokumu ʻana o 1,2,4 triazolone-5
ʻO ka hui ʻana o 1.2.4- triazolidin-5 ʻelua mau ʻanuʻu.ʻO ka mua, ʻo ka ethyl carbamate a me DMF diformaldehyde acetals ka mea waena Nn-dimethyl-n-ethoxy-formamidine.ʻO ka lua, ʻo ka hui amino ma ka phenylhydrazine e hoʻopau i ke kalapona ma formamidine, a nalowale -N (CH3).A laila,ʻo ka amonia ma ke apo benzene kokoke i ka phenylhydrazine e hoʻouka i ke kalapona ma ka hui kalapona, e hana ana i ka anion oxygen, aʻo ka lua o nā electrons ma ka oxygen e iho mai, e nalowale ka hui ethoxy, a hana i ka 1.2, 4-triazolone-5.
(II) Ka hoʻomākaukau ʻana i nā pūhui heterocyclic e ka hopena o ka amide acetal a me ka amide
ʻO kēia ke ʻano i hōʻike ʻia no ka synthesis impurity i nā makahiki i hala iho nei.ʻO ka hana o ka amide acetal e like me Grignard reagent, akā ʻo ke ʻano o ka hopena o ka amide acetal he maʻalahi a maʻalahi.
Amide acetal i elua mau pūʻulu 'eleu, kiʻekiʻe reactivity, a me ka hana methyl, methylene pane e hana amidine intermediates, hiki e hou pane, apo pani pani, a me Grignard reagent a me methylene pane, hoʻolōʻihi wale i ke kalapona kaulahao, hiki ole e hou pane.No ka laʻana, ka synthesis o nā mea hoʻoheheʻe furanochroone.
(3): amide acetal a me ka hydroxyl, sulfhydryl compound reaction e hana ai i ka oxygen, sulfur heterocyclic compound
ʻO ka synthesis o ka furohutanone ma luna nei he kumu hoʻohālike maikaʻi ia o ka hanauna acetal o nā derivatives enamine a me ka hui hydroxyl ma ka hoʻokaʻawale ʻana i ka pou endolateral, ka hopena o ka heteramine i loko o ka oxy:.ʻO kekahi laʻana: catechol a me DMF - DMA e hana i nā apo o ka oxygen i mua o ka dichloromethane.
ʻO ka hopena o DMF - DMA a me ka o-mercaptoaniline hiki ke hana i ke apo heterocyclic i loko o ka sulfur, penei ke ʻano o ka hopena.
Ke noiʻi hihia o DMF-DMA pane pani pani a me ka pilikino
(1) Batcho-Leimgruber indole synthesis
Ka hoʻomākaukau ʻana i nā ʻano Vindol derivatives mai ka o-nitrotoluene.
ʻAno hoʻopā
ʻO ka mea mua, ʻo dimethylformamide dimethylacetal, nā ion maikaʻi ʻole o ka pūʻulu methoxy e haʻalele e hana i kahi waena reactive.Hoʻouka ʻia ia e nā carboanions i hana ʻia e ka deprotonation o ka o-nitrotoluene methyl hydrogen a nalowale ka methanol no ka loaʻa ʻana o ka enylamine i ʻōlelo ʻia ma luna.ʻO ka huahana o kēia ʻanuʻu, enamine, ua like ia me kahi alkene me nā mea hoʻihoʻi electron a me nā mea hāʻawi electron i hoʻopili ʻia ma nā ʻaoʻao ʻelua (Push-pull olefin he polar ikaika a ʻeleʻele pinepine no ka nui o ka conjugation range i ka mole. ʻO ka hopena, hoʻemi ʻia ka hui nitro i kahi hui amino, a ukali ʻia e ka cyclization a me ka hoʻopau ʻana e loaʻa ai ka huahana hope.
(2) Nā kiʻi i hui pū ʻia o nā derivatives pyridine
(3) Ka hoʻohuihui ʻana o nā huaʻōlelo pyrazole