GB1226446A - - Google Patents
Info
- Publication number
- GB1226446A GB1226446A GB1226446DA GB1226446A GB 1226446 A GB1226446 A GB 1226446A GB 1226446D A GB1226446D A GB 1226446DA GB 1226446 A GB1226446 A GB 1226446A
- Authority
- GB
- United Kingdom
- Prior art keywords
- octahydro
- acid
- exo
- beta
- carboxylic 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,226,446. Process for the production of octahydro - 1,2,4 - methenopentalenyl - 5 - exo - isocyanate. J. R. GEIGY A.G. 19 June, 1969 [20 June, 1968], No. 31157/69. Heading C2C. [Also in Division A5] The invention relates to a process for the production of octahydro-1,2,4-methenopentalenyl-5-exo-isocyanate by reacting an exo-endo isomer mixture of octahydro-1,2,4-methenopentalene - 5 - carboxylic acid - lower alkoxy alkyl ester, having from 1 to 4 C atoms in the alkoxy alkyl moiety, e.g. the beta-ethoxy ethyl ester consisting essentially of exo-isomer with hydrazine to obtain the corresponding carboxylic acid-hydrazide, freeing this from endo isomer by recrystallization from lower halo-alkanes, having from 1 to 4 C atoms, e.g. 1,2-dichloroethane, converting the acid hydrazide thus purified with nitrous acid in the acid azide and decomposing this with heat. In an example hydrazine hydrate is reacted with octahydro-1,2,4-methenopentalene - 5 - carboxylic acid - beta - ethoxyethyl ester to produce the crude hydrazide which is purified and reacted with sodium nitride in hydrochloric acid to produce the azide which is subsequently heated to produce the required isocyanate. The starting material octahydro - 1,2,4 - methenopentalene - 5 - carboxylic acid-beta-ethoxyethyl ester may be produced by reacting acrylic acid-beta-ethoxyethyl ester with 2,5-norbornadiene. 1-(p-Tolylsulphonyl) - 3 - [octahydro - 1,2,4 - methenopentantalenyl-(5)] urea may be obtained by reacting compounds of the invention with arylsulphonamides. The corresponding carbamic acid esters and acetyl amines can be hydrolysed to octahydro - 1,2,4 - methenpentalenyl - (5)- exo-amine.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH921368A CH498807A (en) | 1968-06-20 | 1968-06-20 | Process for the preparation of octahydro-1,2,4-methenopentalenyl- (5) -exo-isocyanate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1226446A true GB1226446A (en) | 1971-03-31 |
Family
ID=4349576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1226446D Expired GB1226446A (en) | 1968-06-20 | 1969-06-19 |
Country Status (16)
| Country | Link |
|---|---|
| AT (1) | AT288347B (en) |
| BE (1) | BE734866A (en) |
| BG (1) | BG15558A3 (en) |
| BR (1) | BR6909943D0 (en) |
| CH (1) | CH498807A (en) |
| CS (1) | CS154276B2 (en) |
| DE (1) | DE1931181A1 (en) |
| DK (1) | DK124025B (en) |
| ES (1) | ES368537A1 (en) |
| FR (1) | FR2011309A1 (en) |
| GB (1) | GB1226446A (en) |
| IL (1) | IL32434A (en) |
| NL (1) | NL6909402A (en) |
| PL (1) | PL72633B1 (en) |
| RO (1) | RO56622A (en) |
| SE (1) | SE358157B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0874244B1 (en) | 1997-04-19 | 2002-01-30 | LUST ANTRIEBSTECHNIK GmbH | Procedure and apparatus for measuring electric currents in conductors |
-
1968
- 1968-06-20 CH CH921368A patent/CH498807A/en not_active IP Right Cessation
-
1969
- 1969-06-16 SE SE08529/69A patent/SE358157B/xx unknown
- 1969-06-16 DK DK323769AA patent/DK124025B/en unknown
- 1969-06-19 NL NL6909402A patent/NL6909402A/xx unknown
- 1969-06-19 PL PL1969134276A patent/PL72633B1/pl unknown
- 1969-06-19 DE DE19691931181 patent/DE1931181A1/en active Pending
- 1969-06-19 CS CS434469A patent/CS154276B2/cs unknown
- 1969-06-19 FR FR6920544A patent/FR2011309A1/fr not_active Withdrawn
- 1969-06-19 IL IL32434A patent/IL32434A/en unknown
- 1969-06-19 BE BE734866D patent/BE734866A/xx unknown
- 1969-06-19 AT AT585469A patent/AT288347B/en not_active IP Right Cessation
- 1969-06-19 RO RO60282A patent/RO56622A/ro unknown
- 1969-06-19 BR BR209943/69A patent/BR6909943D0/en unknown
- 1969-06-19 ES ES368537A patent/ES368537A1/en not_active Expired
- 1969-06-19 BG BG012484A patent/BG15558A3/en unknown
- 1969-06-19 GB GB1226446D patent/GB1226446A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CS154276B2 (en) | 1974-03-29 |
| DK124025B (en) | 1972-09-04 |
| AT288347B (en) | 1971-02-25 |
| DE1931181A1 (en) | 1970-01-02 |
| BG15558A3 (en) | 1972-05-20 |
| RO56622A (en) | 1974-04-29 |
| BE734866A (en) | 1969-12-19 |
| IL32434A (en) | 1973-03-30 |
| NL6909402A (en) | 1969-12-23 |
| FR2011309A1 (en) | 1970-02-27 |
| ES368537A1 (en) | 1971-05-01 |
| IL32434A0 (en) | 1969-08-27 |
| PL72633B1 (en) | 1974-08-30 |
| CH498807A (en) | 1970-11-15 |
| BR6909943D0 (en) | 1973-02-08 |
| SE358157B (en) | 1973-07-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |