GB1333464A - Production of 3,3 disubstituted azetidinones 2 - Google Patents
Production of 3,3 disubstituted azetidinones 2Info
- Publication number
- GB1333464A GB1333464A GB2386471A GB2386471A GB1333464A GB 1333464 A GB1333464 A GB 1333464A GB 2386471 A GB2386471 A GB 2386471A GB 2386471 A GB2386471 A GB 2386471A GB 1333464 A GB1333464 A GB 1333464A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- denotes
- alternatively
- cycloaliphatic
- aliphatic
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
1333464 Azetidinones BADISCHE ANILIN- & SODA-FABRIK AG 19 April 1971 [14 March 1970] 23864/71 Heading C2C 3,3 - Disubstituted azetidinones-(2) having the general formula where R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> may be identical or different and each denotes an aliphatic, cycloaliphatic, araliphatic or heterocyclic radical; R<SP>3</SP> and/or R<SP>4</SP> may alternatively denote a hydrogen atom; R<SP>1</SP> and R<SP>2</SP> together with the adjacent carbon atom or R<SP>1</SP> and R<SP>3</SP> together with the two adjacent carbon atoms may alternatively form a cycloaliphatic or heterocyclic ring; R<SP>1</SP>, R<SP>2</SP> and/or R<SP>4</SP> may alternatively denote an aromatic radical; R<SP>4</SP> may alternatively denote alkylsulphonyl, arylsulphonyl, any of the radicals -NR<SP>5</SP>R<SP>6</SP>, -CONR<SP>5</SP>R<SP>6</SP> and -COOR<SP>5</SP> (where the individual radicals R<SP>5</SP> and R<SP>6</SP> may be identical or different and each denotes a hydrogen atom, an aliphatic, cycloaliphatic, araliphatic or aromatic radical, R<SP>6</SP> together with the adjacent nitrogen atom and the radical R<SP>5</SP> adjacent thereto may alternatively form a heterocyclic ring, or R<SP>6</SP> may alternatively denote a sulphonic acid group or an arylsulphonyl radical), the radical or the radical (where R<SP>1</SP>, R<SP>2</SP> and R<SP>3</SP> have the above meanings, n denotes 1 or an integer greater than 1, and R<SP>7</SP> denotes an aliphatic, cycloaliphatic or aromatic radical), is prepared by dehydrohalogenation of a #-halocarboxamide having the general formula where R<SP>8</SP> has the same meaning as R<SP>4</SP> or denotes the radical or the radical where X is halogen in the presence of a tertiary amine whose pK B value is less than 8. The #- halocarboxamide may be prepared in situ. without isolation from a halocarboxylic halide with R<SP>10</SP>NH 2 where R<SP>10</SP> is as for R<SP>8</SP> or is -NH 2 or -R<SP>7</SP>(NH 2 ) n in the presence of a teriary amine having a pK B value less than 8. 1,5 - Diaza - 2,6 - dioxo - 3,3,7,7 - tetramethyl - bicyclo[3,3,0]octane is a by-product when N,N<SP>1</SP>-bis-bromopivaloyl hydrazide is treated with Et 3 N (Example 21).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19702012216 DE2012216A1 (en) | 1970-03-14 | 1970-03-14 | Process for the preparation of 3,3-disubstituted beta-lactams |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1333464A true GB1333464A (en) | 1973-10-10 |
Family
ID=5765113
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2386471A Expired GB1333464A (en) | 1970-03-14 | 1971-04-19 | Production of 3,3 disubstituted azetidinones 2 |
Country Status (5)
Country | Link |
---|---|
BE (1) | BE764161A (en) |
CH (1) | CH546235A (en) |
DE (1) | DE2012216A1 (en) |
FR (1) | FR2084563A5 (en) |
GB (1) | GB1333464A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5705456A (en) * | 1995-12-01 | 1998-01-06 | Zeneca Limited | Herbicides |
-
1970
- 1970-03-14 DE DE19702012216 patent/DE2012216A1/en active Pending
-
1971
- 1971-03-12 FR FR7108737A patent/FR2084563A5/fr not_active Expired
- 1971-03-12 CH CH546235D patent/CH546235A/en not_active IP Right Cessation
- 1971-03-12 BE BE764161A patent/BE764161A/en unknown
- 1971-04-19 GB GB2386471A patent/GB1333464A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5705456A (en) * | 1995-12-01 | 1998-01-06 | Zeneca Limited | Herbicides |
Also Published As
Publication number | Publication date |
---|---|
DE2012216A1 (en) | 1971-09-23 |
CH546235A (en) | 1974-02-28 |
FR2084563A5 (en) | 1971-12-17 |
BE764161A (en) | 1971-09-13 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |