CH493475A - Verfahren zur Reinigung von Malonsäuredinitril - Google Patents
Verfahren zur Reinigung von MalonsäuredinitrilInfo
- Publication number
- CH493475A CH493475A CH905968A CH905968A CH493475A CH 493475 A CH493475 A CH 493475A CH 905968 A CH905968 A CH 905968A CH 905968 A CH905968 A CH 905968A CH 493475 A CH493475 A CH 493475A
- Authority
- CH
- Switzerland
- Prior art keywords
- diels
- malononitrile
- alder
- reaction
- acid dinitrile
- Prior art date
Links
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 title claims description 17
- 238000000034 method Methods 0.000 title claims description 9
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
- 238000005698 Diels-Alder reaction Methods 0.000 claims description 14
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 10
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 10
- 238000006243 chemical reaction Methods 0.000 claims description 10
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 10
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 7
- 239000011976 maleic acid Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 claims description 5
- KYPOHTVBFVELTG-OWOJBTEDSA-N (e)-but-2-enedinitrile Chemical compound N#C\C=C\C#N KYPOHTVBFVELTG-OWOJBTEDSA-N 0.000 claims description 4
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 claims description 3
- 238000004821 distillation Methods 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000001914 filtration Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 description 8
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 5
- 239000006227 byproduct Substances 0.000 description 3
- 239000001530 fumaric acid Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 2
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 2
- SDJHPPZKZZWAKF-UHFFFAOYSA-N 2,3-dimethylbuta-1,3-diene Chemical compound CC(=C)C(C)=C SDJHPPZKZZWAKF-UHFFFAOYSA-N 0.000 description 1
- QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- CJSBUWDGPXGFGA-UHFFFAOYSA-N dimethyl-butadiene Natural products CC(C)=CC=C CJSBUWDGPXGFGA-UHFFFAOYSA-N 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- -1 piperylenes Chemical compound 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (21)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH905968A CH493475A (de) | 1968-06-18 | 1968-06-18 | Verfahren zur Reinigung von Malonsäuredinitril |
| DE19691921662 DE1921662C3 (de) | 1968-05-09 | 1969-04-28 | Verfahren zur Reinigung von Malonsäuredinitril |
| CS308669A CS157061B2 (pl) | 1968-05-09 | 1969-04-30 | |
| ES366851A ES366851A1 (es) | 1968-05-09 | 1969-05-06 | Procedimiento para la preparacion de dinitrilo de acido ma-lonico puro. |
| RO59900A RO56619A (pl) | 1968-05-09 | 1969-05-06 | |
| US822724A US3655721A (en) | 1968-05-09 | 1969-05-07 | Process for the production of malonic acid dinitrile and purification thereof |
| AT437369A AT292660B (de) | 1968-05-09 | 1969-05-07 | Verfahren zur Herstellung von reinem Malonsäuredinitril |
| FR6914577A FR2008128A1 (pl) | 1968-05-09 | 1969-05-07 | |
| BE732687D BE732687A (pl) | 1968-05-09 | 1969-05-07 | |
| YU1127/69A YU32949B (en) | 1968-05-09 | 1969-05-07 | Postupak za proizvodnju cistog dinitrila malonske kiseline |
| NO1898/69A NO130584C (pl) | 1968-05-09 | 1969-05-08 | |
| SE7115884A SE385474B (sv) | 1968-05-09 | 1969-05-08 | Sett att rena propandinitril genom avlegsnande av den vid omsettningen av acetonitril och klorcyan till propandinitril som biprodukt erhallna cis- och transbutendinitrilen genom selektiv hydrering |
| SE7115883A SE385473B (sv) | 1968-05-09 | 1969-05-08 | Sett att rena propandinitril genom avlegsnande av den vid framstellningen av propandinitril ur acetonnitril och klorcyan erhallna cis- och transbutendinitrilen ur reaktionsblandningen, vid diels-alder- m.m. |
| JP44034898A JPS50646B1 (pl) | 1968-05-09 | 1969-05-08 | |
| PL15712469A PL78197B1 (pl) | 1968-06-18 | 1969-05-08 | |
| GB23712/69A GB1222343A (en) | 1968-05-09 | 1969-05-09 | Process for the production of pure malonic acid dinitrile |
| NL6907129.A NL164553C (nl) | 1968-05-09 | 1969-05-09 | Werkwijze voor het opwerken van een malonzuur- dinitrileprodukt. |
| US00137593A US3742020A (en) | 1968-05-09 | 1971-04-26 | Process for the production of malonic acid dinitrile and purification thereof |
| US05/137,592 US4105688A (en) | 1968-05-09 | 1971-04-26 | Process for the production of malonic acid dinitrile and purification thereof |
| DK114479A DK114479A (da) | 1968-05-09 | 1979-03-20 | Fremgangsmaade til rensning af propandinitril |
| NL8004516A NL8004516A (nl) | 1968-05-09 | 1980-08-07 | Werkwijze voor het opwerken van een malonzuurdinitrile- produkt. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH905968A CH493475A (de) | 1968-06-18 | 1968-06-18 | Verfahren zur Reinigung von Malonsäuredinitril |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH493475A true CH493475A (de) | 1970-07-15 |
Family
ID=4347872
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH905968A CH493475A (de) | 1968-05-09 | 1968-06-18 | Verfahren zur Reinigung von Malonsäuredinitril |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH493475A (pl) |
| PL (1) | PL78197B1 (pl) |
-
1968
- 1968-06-18 CH CH905968A patent/CH493475A/de not_active IP Right Cessation
-
1969
- 1969-05-08 PL PL15712469A patent/PL78197B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL78197B1 (pl) | 1975-04-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased |