GB917869A - Improvements in and relating to production of urethanes - Google Patents
Improvements in and relating to production of urethanesInfo
- Publication number
- GB917869A GB917869A GB3551159A GB3551159A GB917869A GB 917869 A GB917869 A GB 917869A GB 3551159 A GB3551159 A GB 3551159A GB 3551159 A GB3551159 A GB 3551159A GB 917869 A GB917869 A GB 917869A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetramethylene
- trimethylene
- propylene
- bis
- ethylene
- 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
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/20—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carbonic acid, or sulfur or nitrogen analogues thereof
- C07D295/205—Radicals derived from carbonic acid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Carbamate esters containing at least two groups of formula, RO.CO.NR1- are prepared by reacting a haloformate ester, RO.CO.X with a primary or secondary polyamine where R is an unsubstituted or substituted hydrocarbon group or heterocyclic nucleus not containing any substituents which would enter into side reactions with the amino groups of the polyamine, R1- is a hydrogen atom or an R group, and X is a halogen, the process being characterized by the improvement that the haloformic ester is added to an aqueous alkaline solution of the polyamine. Specific compounds claimed are ethylene, trimethylene, propylene, and tetramethylene bis n-butyl carbamates, trimethylene, propylene, and tetramethylene bis-n-propyl carbamates, trimethylene, propylene and tetramethylene bis iso-butyl carbamates. R may be an alkyl radical with up to 18 carbon atoms a cyclohexyl or phenyl radical, X is preferably chlorine and the amines may be p- or sec. diamines e.g. ethylene or tetramethylene diamines, or a salt such as ethylene diamine hydrochloride. An excess of 2 to 5% of the stoichiometric amount of RO.CO.X is used and is added to the mixture of amine and aqueous alkali which may be sodium hydroxide or carbonate or calcium, strontium or barium hydroxides. Examples describe the preparation of ethylene bis methane, NN1-carbethoxy piperazine, tetramethylene, trimethylene, and 1,2-propylene bis methyl carbamate, in addition to the above-mentioned compounds.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3551159A GB917869A (en) | 1959-10-20 | 1959-10-20 | Improvements in and relating to production of urethanes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3551159A GB917869A (en) | 1959-10-20 | 1959-10-20 | Improvements in and relating to production of urethanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB917869A true GB917869A (en) | 1963-02-06 |
Family
ID=10378561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3551159A Expired GB917869A (en) | 1959-10-20 | 1959-10-20 | Improvements in and relating to production of urethanes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB917869A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2189386A1 (en) * | 1972-05-26 | 1974-01-25 | Stauffer Chemical Co | |
| US6414051B1 (en) * | 2000-02-01 | 2002-07-02 | Xerox Corporation | Acoustic printing inks containing bis(carbamates) |
-
1959
- 1959-10-20 GB GB3551159A patent/GB917869A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2189386A1 (en) * | 1972-05-26 | 1974-01-25 | Stauffer Chemical Co | |
| US3846466A (en) * | 1972-05-26 | 1974-11-05 | Stauffer Chemical Co | Esters of di-(thiocarbamoyl)ethylene as juvenile hormone mimicking agents for control of insects |
| US6414051B1 (en) * | 2000-02-01 | 2002-07-02 | Xerox Corporation | Acoustic printing inks containing bis(carbamates) |
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