IL34829A - Process for the production of 3-aminoazacycloheptan-2-one - Google Patents

Process for the production of 3-aminoazacycloheptan-2-one

Info

Publication number: IL34829A
Authority: IL; Israel
Prior art keywords: azacycloheptan; amino; nitro; reduction; process according
Prior art date: 1969-07-02

Application number

IL34829A

Other languages

English (en)

Other versions

IL34829A0 (en

Original Assignee

Agripat Sa

Priority date (The priority date 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 date listed.)

1969-07-02

Filing date

1970-07-01

Publication date

1972-12-29

1970-07-01 Application filed by Agripat Sa filed Critical Agripat Sa

1970-09-17 Publication of IL34829A0 publication Critical patent/IL34829A0/xx

1972-12-29 Publication of IL34829A publication Critical patent/IL34829A/en

Links

238000000034 method Methods 0.000 title claims description 18
BOWUOGIPSRVRSJ-UHFFFAOYSA-N 2-aminohexano-6-lactam Chemical compound NC1CCCCNC1=O BOWUOGIPSRVRSJ-UHFFFAOYSA-N 0.000 title claims description 7
238000004519 manufacturing process Methods 0.000 title claims description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 13
239000002904 solvent Substances 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
229910021529 ammonia Inorganic materials 0.000 claims description 5
239000003054 catalyst Substances 0.000 claims description 5
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 8
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 6
239000000203 mixture Substances 0.000 description 5
239000007858 starting material Substances 0.000 description 5
MFMLHXQPFVVJNK-UHFFFAOYSA-N 3-nitro-2-oxoazepane-1-carbaldehyde Chemical compound [O-][N+](=O)C1CCCCN(C=O)C1=O MFMLHXQPFVVJNK-UHFFFAOYSA-N 0.000 description 4
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
239000007868 Raney catalyst Substances 0.000 description 4
NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 4
229910000564 Raney nickel Inorganic materials 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 3
230000000802 nitrating effect Effects 0.000 description 3
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
-1 amine compound Chemical class 0.000 description 2
VZTDIZULWFCMLS-UHFFFAOYSA-N ammonium formate Chemical compound [NH4+].[O-]C=O VZTDIZULWFCMLS-UHFFFAOYSA-N 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 description 2
238000004821 distillation Methods 0.000 description 2
238000005984 hydrogenation reaction Methods 0.000 description 2
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
229910001220 stainless steel Inorganic materials 0.000 description 2
239000010935 stainless steel Substances 0.000 description 2
WQSVMASHWYAHSQ-UHFFFAOYSA-N 1-aminoazepan-2-one Chemical compound NN1CCCCCC1=O WQSVMASHWYAHSQ-UHFFFAOYSA-N 0.000 description 1
RITJPGRHUQHSST-UHFFFAOYSA-N 3-nitroazepan-2-one Chemical compound [O-][N+](=O)C1CCCCNC1=O RITJPGRHUQHSST-UHFFFAOYSA-N 0.000 description 1
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical compound [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
150000001412 amines Chemical class 0.000 description 1
125000003277 amino group Chemical group 0.000 description 1
235000011114 ammonium hydroxide Nutrition 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
150000003948 formamides Chemical class 0.000 description 1
239000007789 gas Substances 0.000 description 1
230000002140 halogenating effect Effects 0.000 description 1
WZHKDGJSXCTSCK-UHFFFAOYSA-N hept-3-ene Chemical compound CCCC=CCC WZHKDGJSXCTSCK-UHFFFAOYSA-N 0.000 description 1
239000005457 ice water Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910017604 nitric acid Inorganic materials 0.000 description 1
150000002828 nitro derivatives Chemical class 0.000 description 1
150000002923 oximes Chemical class 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000011946 reduction process Methods 0.000 description 1
XMVJITFPVVRMHC-UHFFFAOYSA-N roxarsone Chemical group OC1=CC=C([As](O)(O)=O)C=C1[N+]([O-])=O XMVJITFPVVRMHC-UHFFFAOYSA-N 0.000 description 1
230000007017 scission Effects 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
239000000725 suspension Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D223/06—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D223/12—Nitrogen atoms not forming part of a nitro radical

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

IL34829A 1969-07-02 1970-07-01 Process for the production of 3-aminoazacycloheptan-2-one IL34829A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH1011069A CH511853A (de)	1969-07-02	1969-07-02	Verfahren zur Herstellung von 3-Amino-azacycloheptan-2-on

Publications (2)

Publication Number	Publication Date
IL34829A0 IL34829A0 (en)	1970-09-17
IL34829A true IL34829A (en)	1972-12-29

Family

ID=4359455

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL34829A IL34829A (en)	1969-07-02	1970-07-01	Process for the production of 3-aminoazacycloheptan-2-one

Country Status (7)

Country	Link
BE (1)	BE752811A (fr)
CH (1)	CH511853A (fr)
DE (1)	DE2032627A1 (fr)
FR (1)	FR2053969A5 (fr)
GB (1)	GB1322052A (fr)
IL (1)	IL34829A (fr)
NL (1)	NL7009727A (fr)

1969
- 1969-07-02 CH CH1011069A patent/CH511853A/de not_active IP Right Cessation
1970
- 1970-07-01 IL IL34829A patent/IL34829A/en unknown
- 1970-07-01 NL NL7009727A patent/NL7009727A/xx unknown
- 1970-07-01 FR FR7024371A patent/FR2053969A5/fr not_active Expired
- 1970-07-01 BE BE752811D patent/BE752811A/fr unknown
- 1970-07-01 DE DE19702032627 patent/DE2032627A1/de active Pending
- 1970-07-01 GB GB3185270A patent/GB1322052A/en not_active Expired

Also Published As

Publication number	Publication date
FR2053969A5 (fr)	1971-04-16
NL7009727A (fr)	1971-01-05
BE752811A (fr)	1971-01-04
GB1322052A (en)	1973-07-04
IL34829A0 (en)	1970-09-17
CH511853A (de)	1971-08-31
DE2032627A1 (de)	1971-01-14

Publication	Publication Date	Title
JPH031305B2 (fr)	1991-01-10
JPH0470308B2 (fr)	1992-11-10
US2784191A (en)	1957-03-05	Process for the production of lactams
US3996246A (en)	1976-12-07	Resolution of racemic pantolactone
JPS62138470A (ja)	1987-06-22	１−（２−ヒドロキシエチル）−２，２，６，６−テトラメチル−４−ピペリジノ−ルの製造方法
US5410082A (en)	1995-04-25	Process for preparing amines
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US3687940A (en)	1972-08-29	Process for the production of 3-amino-azacycloheptan-2-one
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US3150185A (en)	1964-09-22	Hydrogenation of nitrohaloaromatic compounds
Jiricny et al.	1980	The conversion of aldehydes and ketones via their 2, 4, 6-tri-isopropylbenzenesulphonyl hydrazones into nitrites containing one additional carbon atom
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US2130480A (en)	1938-09-20	Process of hydrogenating 5-nitrophthalide
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DE19505933C2 (de)	2000-09-21	Verfahren zur Herstellung von L-Aspartyl-D-alanin-N-(thietan-3-yl)-amiden
DE3203487A1 (de)	1983-08-11	Verfahren zur herstellung von tocopherylacetat oder tocopherylpropionat
US2447419A (en)	1948-08-17	Preparation of diphenylacetonitrile
GB1589334A (en)	1981-05-13	Process for the preparation of aromatic amines from a, -unsaturated cycloaliphatic ketoximes
De	2004	Facile Beckmann rearrangement of ketoximes mediated by yttrium triflate
FI92586C (fi)	1994-12-12	Uusi stereoselektiivinen hydrausmenetelmä
EP0775693B1 (fr)	2001-06-13	Procédé pour la préparation de 2-amino-6-chlorophényl-isopropylsulfure
JPS6311346B2 (fr)	1988-03-14
US3517021A (en)	1970-06-23	4-amino-3-cyanopyridines and methods of preparation
US3481938A (en)	1969-12-02	Process for the preparation of piperidine