RU2008132383A - METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTIN-1,4-DIAMINE - Google Patents
METHOD FOR PRODUCING N1, N1, N4, N4-TETRAMETHYL-2-BUTIN-1,4-DIAMINE Download PDFInfo
- Publication number
- RU2008132383A RU2008132383A RU2008132383/04A RU2008132383A RU2008132383A RU 2008132383 A RU2008132383 A RU 2008132383A RU 2008132383/04 A RU2008132383/04 A RU 2008132383/04A RU 2008132383 A RU2008132383 A RU 2008132383A RU 2008132383 A RU2008132383 A RU 2008132383A
- Authority
- RU
- Russia
- Prior art keywords
- tetramethyl
- diamine
- bisamine
- butyn
- acac
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 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
- 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 4
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims abstract 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims abstract 2
- 239000003054 catalyst Substances 0.000 claims abstract 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims abstract 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims abstract 2
- JKFHONMXWKNXAL-UHFFFAOYSA-N 1-n,1-n,4-n-trimethylpent-2-yne-1,4-diamine Chemical compound CNC(C)C#CCN(C)C JKFHONMXWKNXAL-UHFFFAOYSA-N 0.000 claims 2
- FFDFQBBNDKGBGI-UHFFFAOYSA-N n,n,n',n'-tetramethylbut-2-yne-1,4-diamine Chemical compound CN(C)CC#CCN(C)C FFDFQBBNDKGBGI-UHFFFAOYSA-N 0.000 abstract 2
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Способ получения N1,N1,N4,N4-тетраметил-2-бутин-1,4-диамина общей формулы (1): ! ! характеризующийся тем, что N1,N1,N4,N4-тетраметил-2-бутин-1,4-диамин (бисамин) подвергают взаимодействию с избытком газообразного ацетилена в присутствии катализатора хлорида меди(I) (VO(acac)2), взятыми в мольном соотношении бисамин: (VO(acac)2)=10:(0.3-0.5) предпочтительно 10:0.4 ммолей, при температуре 65-75°С и атмосферном давлении в течение 1-3 ч.The method of obtaining N1, N1, N4, N4-tetramethyl-2-butyn-1,4-diamine of the general formula (1):! ! characterized in that N1, N1, N4, N4-tetramethyl-2-butyn-1,4-diamine (bisamine) are reacted with an excess of gaseous acetylene in the presence of a copper (I) chloride catalyst (VO (acac) 2), taken in the molar ratio of bisamine: (VO (acac) 2) = 10: (0.3-0.5) preferably 10: 0.4 mmol, at a temperature of 65-75 ° C and atmospheric pressure for 1-3 hours
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008132383/04A RU2408572C2 (en) | 2008-08-05 | 2008-08-05 | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| RU2008132383/04A RU2408572C2 (en) | 2008-08-05 | 2008-08-05 | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008132383A true RU2008132383A (en) | 2010-02-10 |
| RU2408572C2 RU2408572C2 (en) | 2011-01-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2008132383/04A RU2408572C2 (en) | 2008-08-05 | 2008-08-05 | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2408572C2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2440329C2 (en) * | 2008-09-02 | 2012-01-20 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing n1,n1,n4,n4-tetramethyl-2-butene-1,4-diamine |
| RU2448951C2 (en) * | 2010-07-28 | 2012-04-27 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2619948C1 (en) * | 2016-05-26 | 2017-05-22 | Федеральное государственное бюджетное учреждение науки Институт нефтехимии и катализа Российской академии наук | N1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine salt with n-phosphonomethylglycine, showing herbicid activity and the method of its production |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19636078A1 (en) * | 1996-09-05 | 1998-03-12 | Basf Ag | Process for the heterogeneously catalyzed preparation of N-alkyl-substituted aminoalkynes |
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2008
- 2008-08-05 RU RU2008132383/04A patent/RU2408572C2/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2440329C2 (en) * | 2008-09-02 | 2012-01-20 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing n1,n1,n4,n4-tetramethyl-2-butene-1,4-diamine |
| RU2448951C2 (en) * | 2010-07-28 | 2012-04-27 | Учреждение Российской Академии Наук Институт Нефтехимии И Катализа Ран | Method of producing n1,n1,n4,n4-tetramethyl-2-butyne-1,4-diamine |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2408572C2 (en) | 2011-01-10 |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20110806 |