GB415259A - Process for the manufacture of cyclic ª‡-cyanketimides and cyclic ª‡-cyanketones - Google Patents
Process for the manufacture of cyclic ª‡-cyanketimides and cyclic ª‡-cyanketonesInfo
- Publication number
- GB415259A GB415259A GB21991/33A GB2199133A GB415259A GB 415259 A GB415259 A GB 415259A GB 21991/33 A GB21991/33 A GB 21991/33A GB 2199133 A GB2199133 A GB 2199133A GB 415259 A GB415259 A GB 415259A
- Authority
- GB
- United Kingdom
- Prior art keywords
- product
- alpha
- lithium
- cyclic
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 125000004122 cyclic group Chemical group 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 8
- 239000000047 product Substances 0.000 abstract 6
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 abstract 4
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 abstract 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- BTNXBLUGMAMSSH-UHFFFAOYSA-N octanedinitrile Chemical compound N#CCCCCCCC#N BTNXBLUGMAMSSH-UHFFFAOYSA-N 0.000 abstract 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- OSOIQJGOYGSIMF-UHFFFAOYSA-N cyclopentadecanone Chemical compound O=C1CCCCCCCCCCCCCC1 OSOIQJGOYGSIMF-UHFFFAOYSA-N 0.000 abstract 2
- 230000007062 hydrolysis Effects 0.000 abstract 2
- 238000006460 hydrolysis reaction Methods 0.000 abstract 2
- 229910052744 lithium Inorganic materials 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- OFOIOFZPTWNGSY-UHFFFAOYSA-N 2-iminocyclopentadecane-1-carbonitrile Chemical compound C(#N)C1C(CCCCCCCCCCCCC1)=N OFOIOFZPTWNGSY-UHFFFAOYSA-N 0.000 abstract 1
- QUTZPJZDQVBSQV-UHFFFAOYSA-N C(CCC)NC1=CC=CC=C1.[Li] Chemical compound C(CCC)NC1=CC=CC=C1.[Li] QUTZPJZDQVBSQV-UHFFFAOYSA-N 0.000 abstract 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 1
- 125000002723 alicyclic group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 235000019270 ammonium chloride Nutrition 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000002585 base Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- WMNJKOBFFGOKQD-UHFFFAOYSA-N cyclohexadecane-1,2-dione Chemical compound O=C1CCCCCCCCCCCCCCC1=O WMNJKOBFFGOKQD-UHFFFAOYSA-N 0.000 abstract 1
- HSUGRBWQSSZJOP-RTWAWAEBSA-N diltiazem Chemical compound C1=CC(OC)=CC=C1[C@H]1[C@@H](OC(C)=O)C(=O)N(CCN(C)C)C2=CC=CC=C2S1 HSUGRBWQSSZJOP-RTWAWAEBSA-N 0.000 abstract 1
- 229940093499 ethyl acetate Drugs 0.000 abstract 1
- 235000019439 ethyl acetate Nutrition 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- AHNJTQYTRPXLLG-UHFFFAOYSA-N lithium;diethylazanide Chemical compound [Li+].CC[N-]CC AHNJTQYTRPXLLG-UHFFFAOYSA-N 0.000 abstract 1
- MHODTZQUOCJRAM-UHFFFAOYSA-N n-ethylaniline;lithium Chemical compound [Li].CCNC1=CC=CC=C1 MHODTZQUOCJRAM-UHFFFAOYSA-N 0.000 abstract 1
- XPVYVHOOOGLRDU-UHFFFAOYSA-N n-methylaniline;sodium Chemical compound [Na].CNC1=CC=CC=C1 XPVYVHOOOGLRDU-UHFFFAOYSA-N 0.000 abstract 1
- 229920001470 polyketone Polymers 0.000 abstract 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 150000007659 semicarbazones Chemical class 0.000 abstract 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 abstract 1
- 239000012312 sodium hydride Substances 0.000 abstract 1
- 229910000104 sodium hydride Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH98619D DE591269C (de) | 1932-08-16 | 1932-08-16 | Verfahren zur Darstellung cyclischer ª‡-Cyanketimide und cyclischer ª‡-Cyanketone |
| DESCH102689D DE620904C (de) | 1932-08-16 | 1933-11-19 | Verfahren zur Darstellung cyclischer ª‡-Cyanketimide und cyclischer ª‡-Cyanketone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB415259A true GB415259A (en) | 1934-08-23 |
Family
ID=25932790
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21991/33A Expired GB415259A (en) | 1932-08-16 | 1933-08-04 | Process for the manufacture of cyclic ª‡-cyanketimides and cyclic ª‡-cyanketones |
| GB33271/34A Expired GB438291A (en) | 1932-08-16 | 1934-11-19 | Process for the manufacture of cyclic ª‡-cyanketimides and cyclic cyanketones |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB33271/34A Expired GB438291A (en) | 1932-08-16 | 1934-11-19 | Process for the manufacture of cyclic ª‡-cyanketimides and cyclic cyanketones |
Country Status (4)
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5426235A (en) * | 1993-06-30 | 1995-06-20 | Basf Aktiengesellschaft | Preparation of cyclic ketones |
| CN115650880A (zh) * | 2022-11-03 | 2023-01-31 | 万华化学（宁波）有限公司 | 一种过保质期mdi的回收处理方法及由其制备碳化二亚胺改性异氰酸酯的方法和产品 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3452443B1 (en) * | 2016-05-02 | 2020-05-13 | INVISTA Textiles (U.K.) Limited | Process for reducing cpi in a dinitrile stream |
-
1932
- 1932-08-16 DE DESCH98619D patent/DE591269C/de not_active Expired
-
1933
- 1933-07-18 NL NL66043A patent/NL35493C/xx active
- 1933-08-04 GB GB21991/33A patent/GB415259A/en not_active Expired
- 1933-08-10 FR FR759436D patent/FR759436A/fr not_active Expired
- 1933-11-19 DE DESCH102689D patent/DE620904C/de not_active Expired
-
1934
- 1934-11-19 NL NL71461A patent/NL39070C/xx active
- 1934-11-19 GB GB33271/34A patent/GB438291A/en not_active Expired
- 1934-11-19 FR FR46401D patent/FR46401E/fr not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5426235A (en) * | 1993-06-30 | 1995-06-20 | Basf Aktiengesellschaft | Preparation of cyclic ketones |
| CN115650880A (zh) * | 2022-11-03 | 2023-01-31 | 万华化学（宁波）有限公司 | 一种过保质期mdi的回收处理方法及由其制备碳化二亚胺改性异氰酸酯的方法和产品 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE591269C (de) | 1934-01-19 |
| FR46401E (fr) | 1936-06-03 |
| FR759436A (fr) | 1934-02-01 |
| GB438291A (en) | 1935-11-14 |
| NL35493C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1935-05-15 |
| DE620904C (de) | 1935-10-30 |
| NL39070C (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1936-09-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2183860A (en) | Process for the production of alkene sulphides | |
| Burke et al. | Synthesis and Study of Mannich Bases from 2-Naphthol and Primary Amines1 | |
| GB415259A (en) | Process for the manufacture of cyclic ª‡-cyanketimides and cyclic ª‡-cyanketones | |
| SU497778A3 (ru) | Способ получени эфиров тиофосфорной кислоты | |
| US2570503A (en) | Process of preparing esters of aminesubstituted phosphonic acids | |
| US2636033A (en) | Process for preparing n-n' dialkanol piperazine | |
| US3553265A (en) | Process for preparing nitrogen-containing tertiary phosphines and phosphine oxides | |
| US2247495A (en) | Tertiary alkyl urea and process for preparing same | |
| US3178469A (en) | Carboxyarylphosphonates | |
| US2810756A (en) | Manufacture of organic phosphorus compound having insecticidal properties | |
| US2490937A (en) | Aminoalkyl-phenyl lactones | |
| US2743291A (en) | New cyanoaminonitriles | |
| US2574554A (en) | Bis carbonyl dithiophosphate compounds | |
| US2948725A (en) | Flow sheet-process | |
| SU424358A3 (ru) | Способ получения 1-аминоалкан-1,1-дифосфоновых кислот | |
| US2850531A (en) | Process for the preparation of cyclohexylhydroxylamine | |
| JPS626557B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| US1993722A (en) | Chlor-sulphonated aromatic hydrocarbons | |
| US1555223A (en) | Manufacture of metaldehyde | |
| US2322914A (en) | Manufacture of mononitriles of dicarboxylic acids | |
| US2316152A (en) | Process of preparing sulphonium compounds | |
| US3461127A (en) | Preparation of pyridines | |
| SU60273A1 (ru) | Способ получени 3,3'-диамино-4,4'-диоксиарсенобензола | |
| Chamberlain et al. | The Synthesis of 5, 5-Alkylphenylbarbituric Acids1, 2 | |
| US4507502A (en) | Process for preparing tertiary phosphines |