RU2008135571A - METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTEN-1,4-DIAMINE - Google Patents
METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTEN-1,4-DIAMINE Download PDFInfo
- Publication number
- RU2008135571A RU2008135571A RU2008135571/04A RU2008135571A RU2008135571A RU 2008135571 A RU2008135571 A RU 2008135571A RU 2008135571/04 A RU2008135571/04 A RU 2008135571/04A RU 2008135571 A RU2008135571 A RU 2008135571A RU 2008135571 A RU2008135571 A RU 2008135571A
- Authority
- RU
- Russia
- Prior art keywords
- bisamine
- diamine
- tetramethyl
- acac
- hours
- Prior art date
Links
- KUEDAAUECWBMLW-UHFFFAOYSA-N n,n,n',n'-tetramethylbut-2-ene-1,4-diamine Chemical compound CN(C)CC=CCN(C)C KUEDAAUECWBMLW-UHFFFAOYSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 claims abstract 6
- FSJSYDFBTIVUFD-XHTSQIMGSA-N (e)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C/C(C)=O.C\C(O)=C/C(C)=O FSJSYDFBTIVUFD-XHTSQIMGSA-N 0.000 claims abstract 4
- FSJSYDFBTIVUFD-SUKNRPLKSA-N (z)-4-hydroxypent-3-en-2-one;oxovanadium Chemical compound [V]=O.C\C(O)=C\C(C)=O.C\C(O)=C\C(C)=O FSJSYDFBTIVUFD-SUKNRPLKSA-N 0.000 claims abstract 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims abstract 2
- SIPUZPBQZHNSDW-UHFFFAOYSA-N bis(2-methylpropyl)aluminum Chemical compound CC(C)C[Al]CC(C)C SIPUZPBQZHNSDW-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims abstract 2
- 238000003756 stirring Methods 0.000 claims abstract 2
- FDQHUQATGCFRJC-UHFFFAOYSA-N 1-N,1-N,4-N-trimethylpent-2-ene-1,4-diamine Chemical compound CNC(C)C=CCN(C)C FDQHUQATGCFRJC-UHFFFAOYSA-N 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Способ получения N1,N1,N4,N4-тетраметил-2-бутен-1,4-диамина общей формулы (1): ! ! характеризующийся тем, что Nl,Nl,N4,N4-тeтpaмeтил-2-бутин-1,4-диамин (бисамин) подвергают взаимодействию с 3-кратным избытком газообразного ацетилена в присутствии катализатора ацетилацетоната ванадила (VO(acac)2), взятыми в мольном соотношении бисамин: VO(acac)2=10:(0.3-0.5) при температуре 70°С и атмосферном давлении в течение 3 ч, с последующим добавлением диизобутилалюминийгидрида (i-Bu2AlH) в трехкратном по отношению к бисамину избытке и перемешиванием реакционной массы в течение 4-6 ч при комнатной температуре (20-22°С).The method of obtaining N1, N1, N4, N4-tetramethyl-2-butene-1,4-diamine of the general formula (1):! ! characterized in that Nl, Nl, N4, N4-tetramethyl-2-butyn-1,4-diamine (bisamine) are reacted with a 3-fold excess of gaseous acetylene in the presence of a vanadyl acetylacetonate catalyst (VO (acac) 2) taken in the molar ratio of bisamine: VO (acac) 2 = 10: (0.3-0.5) at a temperature of 70 ° C and atmospheric pressure for 3 hours, followed by the addition of diisobutylaluminum hydride (i-Bu2AlH) in excess of bisamine three times with stirring of the reaction mass for 4-6 hours at room temperature (20-22 ° C).
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008135571/04A RU2440329C2 (en) | 2008-09-02 | 2008-09-02 | Method of producing n1,n1,n4,n4-tetramethyl-2-butene-1,4-diamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008135571/04A RU2440329C2 (en) | 2008-09-02 | 2008-09-02 | Method of producing n1,n1,n4,n4-tetramethyl-2-butene-1,4-diamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008135571A true RU2008135571A (en) | 2010-03-10 |
| RU2440329C2 RU2440329C2 (en) | 2012-01-20 |
Family
ID=42134832
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008135571/04A RU2440329C2 (en) | 2008-09-02 | 2008-09-02 | Method of producing n1,n1,n4,n4-tetramethyl-2-butene-1,4-diamine |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2440329C2 (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2408572C2 (en) * | 2008-08-05 | 2011-01-10 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
-
2008
- 2008-09-02 RU RU2008135571/04A patent/RU2440329C2/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| RU2440329C2 (en) | 2012-01-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AR080921A1 (en) | PROCESS FOR THE PREPARATION OF AMIDAS PIRAZOLCARBOXILICO ACID | |
| RU2008135571A (en) | METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTEN-1,4-DIAMINE | |
| RU2008132383A (en) | METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTIN-1,4-DIAMINE | |
| RU2008108332A (en) | METHOD FOR PRODUCING 2 - [(2-DIMETHYLAMINO) METHYL] PHENOL | |
| RU2010131799A (en) | METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTIN-1, 4-DIAMINE | |
| RU2008142736A (en) | METHOD FOR PRODUCING ETHYLENEDIAMINE DERIVATIVES THAT HAVE A CARBAMATE GROUP AND ATSIAL GROUP, AND INTERMEDIATES FOR PRODUCING DERIVATIVES | |
| RU2010122537A (en) | METHOD FOR PRODUCING 3,3'-BI-1,5,3-DITIAZEPINAN AND ITS APPLICATION AS A MEANS WITH FUNGICIDAL ACTIVITY | |
| RU2008134295A (en) | METHOD FOR PRODUCING 1-AMINOMETHYL-ALPHA, OMEGA-ALKADIINS | |
| RU2011124568A (en) | METHOD FOR PRODUCING α, ω-BIS- (1,5,3-DITIAZEPINAN-3-IL) ALKANOV | |
| RU2008143795A (en) | METHOD FOR PRODUCING EXO-TRICYCLO [4.2.1.02,5] NONAN-3-SPIRO-1 '- (3'-TIA) CYCLOPENTANE | |
| RU2008152916A (en) | METHOD FOR PRODUCING 4- (DIMETHYLAMINO) -2-BUTINYLalkanoates | |
| RU2008143821A (en) | METHOD FOR PRODUCING EXO-TRICYCLO [4.2.1.02,5] NONAN-3-SPIRO-1 '- (3'-SELENIUM) CYCLOPENTANE | |
| RU2009103588A (en) | METHOD FOR PRODUCING ASYMMETRIC α, ω-DI (AMINOMETHYL) ALKADIINS | |
| RU2008111405A (en) | METHOD FOR PRODUCING SYMMETRIC HEM DIAMINES | |
| RU2008122309A (en) | METHOD FOR PRODUCING ALPHA, GAMMA-DI (AMINOMETHYL) -ALKADIINS | |
| RU2010126714A (en) | METHOD FOR PRODUCING 1,4-DIAZABICYCLO [2.1.1] HEXAN | |
| RU2007132632A (en) | METHOD FOR PRODUCING SPIRO [3,4] OKTAN-6-OLA | |
| RU2010104333A (en) | METHOD FOR PRODUCING DIOCTIL ETHER | |
| RU2013151207A (en) | METHOD FOR PRODUCING SUBSTITUTED QUINOLINS FROM ANILINE, 1,3-DIOLS AND CCL4 UNDER THE ACTION OF IRON-CONTAINING CATALYSTS | |
| RU2008132395A (en) | METHOD FOR PRODUCING 1-AMINOMETHYL-2-PHENYLACETHYLENES | |
| RU2009127225A (en) | METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYLBUTANTHITIOAMIDE | |
| RU2009145310A (en) | METHOD FOR PRODUCING 3- (PHENYLMETHYLIDENE) -2-THIIRTHION | |
| RU2012133043A (en) | METHOD FOR PRODUCING SUBSTITUTED QUINOLINS | |
| RU2010100064A (en) | METHOD FOR PRODUCING N- [4-NITRO (2,4-dinitro) phenyl] -1,3,5-dithiazinan-5-amines | |
| RU2013149092A (en) | METHOD FOR PRODUCING 1,7-DITIA-3,5-DIAZACYCLOalkane-4-ONES |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20111112 |