JPS6241233B2 - - Google Patents
Info
- Publication number
- JPS6241233B2 JPS6241233B2 JP9405478A JP9405478A JPS6241233B2 JP S6241233 B2 JPS6241233 B2 JP S6241233B2 JP 9405478 A JP9405478 A JP 9405478A JP 9405478 A JP9405478 A JP 9405478A JP S6241233 B2 JPS6241233 B2 JP S6241233B2
- Authority
- JP
- Japan
- Prior art keywords
- caprolactam
- amino
- chloro
- chloroform
- present
- 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
- -1 α-Substituted amino-ε-caprolactam Chemical class 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000004519 manufacturing process Methods 0.000 description 5
- BOWUOGIPSRVRSJ-UHFFFAOYSA-N 2-aminohexano-6-lactam Chemical compound NC1CCCCNC1=O BOWUOGIPSRVRSJ-UHFFFAOYSA-N 0.000 description 4
- KDRVILWORUDEID-UHFFFAOYSA-N 3-[(3-chloro-2-hydroxypropyl)amino]azepan-2-one Chemical compound ClCC(O)CNC1CCCCNC1=O KDRVILWORUDEID-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UDFAYULBRXIBLR-UHFFFAOYSA-N 3-(oxiran-2-ylmethylamino)azepan-2-one Chemical compound O=C1NCCCCC1NCC1OC1 UDFAYULBRXIBLR-UHFFFAOYSA-N 0.000 description 3
- XTXSOEFUFDVJDT-UHFFFAOYSA-N 3-[bis(3-chloro-2-hydroxypropyl)amino]azepan-2-one Chemical compound ClCC(CN(C1C(=O)NCCCC1)CC(CCl)O)O XTXSOEFUFDVJDT-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000007033 dehydrochlorination reaction Methods 0.000 description 2
- 230000008034 disappearance Effects 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- CFZGIDYCUWFUJR-UHFFFAOYSA-N 3-(dimethylamino)azepan-2-one Chemical compound CN(C)C1CCCCNC1=O CFZGIDYCUWFUJR-UHFFFAOYSA-N 0.000 description 1
- NDXGCVGKTPQXFA-UHFFFAOYSA-N 3-chloroazepan-2-one Chemical compound ClC1CCCCNC1=O NDXGCVGKTPQXFA-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000003974 aralkylamines Chemical class 0.000 description 1
- 150000007514 bases Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000003951 lactams Chemical group 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- XXEWFEBMSGLYBY-SSDOTTSWSA-N n-dimethyl-lysine Chemical compound CN(C)CCCC[C@@H](N)C(O)=O XXEWFEBMSGLYBY-SSDOTTSWSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008707 rearrangement Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000004809 thin layer chromatography Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Plural Heterocyclic Compounds (AREA)
- Polyamides (AREA)
- Epoxy Resins (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9405478A JPS5520742A (en) | 1978-08-01 | 1978-08-01 | Alpha-substituted amino-epsilon-caprolactam |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP9405478A JPS5520742A (en) | 1978-08-01 | 1978-08-01 | Alpha-substituted amino-epsilon-caprolactam |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5520742A JPS5520742A (en) | 1980-02-14 |
JPS6241233B2 true JPS6241233B2 (cs) | 1987-09-02 |
Family
ID=14099823
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP9405478A Granted JPS5520742A (en) | 1978-08-01 | 1978-08-01 | Alpha-substituted amino-epsilon-caprolactam |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5520742A (cs) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2544350A1 (en) | 2003-10-29 | 2005-05-12 | Elan Pharmaceuticals, Inc. | N-substituted benzene sulfonamides |
-
1978
- 1978-08-01 JP JP9405478A patent/JPS5520742A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS5520742A (en) | 1980-02-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4466915A (en) | Non-catalytic ketoform syntheses | |
JPS5929050B2 (ja) | シクロヘキサンジオン−(1,3)の製法 | |
US3345416A (en) | Preparation and rearrangement of beta-ketosulfoxides | |
JPS6241233B2 (cs) | ||
JPS63502903A (ja) | 治療学的抗潰瘍活性を有する化合物の合成方法 | |
US3435047A (en) | Process for preparing 3-aminoisoxazole derivatives | |
JP2743461B2 (ja) | 1―メチル―3―アルキル―5―ピラゾールカルボン酸エステル類の製造法 | |
US4521616A (en) | Method for the preparation of fluoroanthranilic acids | |
US4275216A (en) | Process for preparing 4(5)-hydroxymethyl 5(4)-lower alkyl imidazoles | |
US4061668A (en) | Process for the preparation of 2-(4-isobutylphenyl)-propiohydroxamic acid | |
US4010160A (en) | Process for the manufacture of 1,3-bis-(β-ethylhexyl)-5-amino-5-methyl-hexahydropyrimidine | |
US3226379A (en) | Novel 1,3-bis(polyhydroxyalkyl)-2-imidazolidinones and 1,3-bis(polyhydroxyalkyl)-imidazolidine-2-thiones | |
US3852352A (en) | Method of producing alpha-methyl-1-adamantylmethyl-amine hydrochloride | |
US3158612A (en) | Synthesis of 2-amino-3-methoxy 5-chloro pyrazine | |
US3536729A (en) | Process for the purification of 3-amino-5-methylisoxazole | |
US2517496A (en) | Preparation of symmetrical monoaminodihydroxytoluene | |
JPS5840939B2 (ja) | シクロヘキサンジオン誘導体の製造方法 | |
JP2894366B2 (ja) | デアセチルコルヒチンの製造方法 | |
JP2604589B2 (ja) | イミダゾリジン誘導体の製造法 | |
EP0873293B1 (en) | Improved process for the preparation of alkyl or aryl aldehyde intermediates | |
JPS63211264A (ja) | インドリン類の製造法 | |
GB2024223A (en) | Process for the preparation of N,N'-disubstituted 2- naphthaleneethanimidamides and intermediates used therein | |
US4048169A (en) | 1,3-Bis-(β-ethylhexyl)-5-nitro-5-methyl-hexahydropyrimidine-naphthalene-1,5-disulphonate | |
KR900003882B1 (ko) | H₂항히스타민 활성을 갖는 화합물의 제조방법 | |
JPS6210500B2 (cs) |