FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing α,ω-di(aminomethyl)alkadiines of general formula (1)  , where R2N=piperidyl, morpholyl, N-methylpiperazyl, characterised by that α,ω-diacetylenes HC=C-(CH2)n-C≡CH, where n=4, 6, 8 react with gem-diamines R2NCH2NR2, where R2N is as described above, in the presence of a copper (I) chloride (CuCl) catalyst, taken in molar ratio α,ω-diacetylene: bisamine: CuCl=10:20:(0.3-0.7), preferably 10:20:0.5 mmol, at temperature 80°C and atmospheric pressure for 4-6 hours. α,ω-aminomethylated diacetylenes can be used in fine organic synthesis, particularly for producing hard-to-get polycyclic compounds.
, where R2N=piperidyl, morpholyl, N-methylpiperazyl, characterised by that α,ω-diacetylenes HC=C-(CH2)n-C≡CH, where n=4, 6, 8 react with gem-diamines R2NCH2NR2, where R2N is as described above, in the presence of a copper (I) chloride (CuCl) catalyst, taken in molar ratio α,ω-diacetylene: bisamine: CuCl=10:20:(0.3-0.7), preferably 10:20:0.5 mmol, at temperature 80°C and atmospheric pressure for 4-6 hours. α,ω-aminomethylated diacetylenes can be used in fine organic synthesis, particularly for producing hard-to-get polycyclic compounds.
EFFECT: method increases output of the desired products.
1 cl, 1 ex, 1 tbl
| Title | Year | Author | Number | 
|---|---|---|---|
| 1-AMINOMETHYL-α,ω-ALKADIINE SYNTHESIS METHOD | 2008 | 
 | RU2402516C2 | 
| METHOD FOR SYNTHESIS OF ASYMMETRIC (-DI(AMINOMETHYL)ALKADIINES | 2009 | 
 | RU2409544C2 | 
| METHOD FOR SYNTHESIS OF 1-AMINOMETHYL-2-PHENYLACETYLENES | 2008 | 
 | RU2391335C2 | 
| N,N'-DI(ALKADINYL)DIAZACYCLOALKANES AND METHOD OF PRODUCING N,N'-DI(ALKADINYL)DIAZACYCLOALKANES EXHIBITING FUNGICIDAL ACTIVITY WITH RESPECT TO FUNGI BIPOLARIS SOROKINIANA AND RHIZOCTONIA SOLANI | 2019 | 
 | RU2727138C1 | 
| METHOD OF PRODUCING N-ALKYL-N,N-BIS[Ω-(PIPERIDIN-1-YL)ALKADIIN-1-YL]AMINES EXHIBITING FUNGICIDAL ACTIVITY | 2019 | 
 | RU2734488C1 | 
| METHOD OF PRODUCING N,N,N,N-TETRAMETHYLALKADIYNEDIAMINES | 2007 | 
 | RU2373189C2 | 
| METHOD OF PRODUCING N,N,N,N-TETRAMETHYL-2-BUTYNE-1,4-DIAMINE | 2008 | 
 | RU2408572C2 | 
| METHOD FOR PREPARING N-ALKYL-N, N-DI (ALKADIENYL) AMINES | 2015 | 
 | RU2626008C2 | 
| METHOD OF PRODUCING N,N,N,N-TETRAMETHYL-2-BUTYNE-1,4-DIAMINE | 2010 | 
 | RU2448951C2 | 
| METHOD FOR PRODUCING 1-ALKYL-1-AZACYCLOALKADIENES | 2015 | 
 | RU2632674C2 | 
Authors
Dates
2012-01-20—Published
2008-06-03—Filed