GB717212A - Improvements relating to anaesthetics - Google Patents
Improvements relating to anaestheticsInfo
- Publication number
- GB717212A GB717212A GB17423/52A GB1742352A GB717212A GB 717212 A GB717212 A GB 717212A GB 17423/52 A GB17423/52 A GB 17423/52A GB 1742352 A GB1742352 A GB 1742352A GB 717212 A GB717212 A GB 717212A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- ester
- reacted
- acid
- produce
- 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
- 229940124326 anaesthetic agent Drugs 0.000 title abstract 2
- 230000003444 anaesthetic effect Effects 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- DUQDEEVOZDZJGQ-UHFFFAOYSA-N (2,3-dimethylphenyl)azanium;chloride Chemical compound Cl.CC1=CC=CC(N)=C1C DUQDEEVOZDZJGQ-UHFFFAOYSA-N 0.000 abstract 1
- KNTSDSCGWPXOEN-UHFFFAOYSA-N (2,4,6-trimethylphenyl)carbamic acid Chemical compound CC1=CC(C)=C(NC(O)=O)C(C)=C1 KNTSDSCGWPXOEN-UHFFFAOYSA-N 0.000 abstract 1
- KWVPRPSXBZNOHS-UHFFFAOYSA-N 2,4,6-Trimethylaniline Chemical compound CC1=CC(C)=C(N)C(C)=C1 KWVPRPSXBZNOHS-UHFFFAOYSA-N 0.000 abstract 1
- UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical group CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 abstract 1
- BMBWEBQERXLTJZ-UHFFFAOYSA-N 2-(diethylamino)ethyl n-(2,6-dimethylphenyl)carbamate Chemical compound CCN(CC)CCOC(=O)NC1=C(C)C=CC=C1C BMBWEBQERXLTJZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002430 hydrocarbons Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
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
- C07D295/04—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/14—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 with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Anaesthetics of the formula <FORM:0717212/IV (b)/1> where R1 and R3 are alkyl or alkoxy groups, R2 is hydrogen or an alkyl or alkoxy group, R4 is a hydrocarbon chain of up to 6 carbon atoms, and R5 and R6 are hydrogen or alkyl groups which, with the nitrogen, may form a heterocyclic ring, are prepared by reacting an amine of the formula <FORM:0717212/IV (b)/2> with a haloformic acid ester of the formula <FORM:0717212/IV (b)/3> X1 and X2 being halogen, to produce a compound having the formula <FORM:0717212/IV (b)/4> and reacting this compound, first at room temperature and then with heating, with an amine of the formula <FORM:0717212/IV (b)/5> In the examples (1) 2,6-xylidine is reacted with cooling with chloroformic acid-b -chloroethyl ester in benzene and, after separating the xylidine hydrochloride formed, the product is reacted with diethylamine with final boiling under reflux for 4-6 hours to produce 2,6-dimethyl carbanilic acid diethylaminoethyl ester; (2) mesidine is reacted with chloroformic acid-b -chloroethyl ester and the carbanilic acid chloroalkanol ester formed is reacted with piperidine to produce 2,4,6-trimethyl carbanilic acid - b - piperidino ethyl ester. Specification 717,214 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE717212X | 1951-07-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB717212A true GB717212A (en) | 1954-10-20 |
Family
ID=20315876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17423/52A Expired GB717212A (en) | 1951-07-14 | 1952-07-10 | Improvements relating to anaesthetics |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB717212A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544579A (en) * | 1967-03-09 | 1970-12-01 | Astra Ab | Substituted phenylcarbamic acid esters of cyclic amino alcohols |
-
1952
- 1952-07-10 GB GB17423/52A patent/GB717212A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3544579A (en) * | 1967-03-09 | 1970-12-01 | Astra Ab | Substituted phenylcarbamic acid esters of cyclic amino alcohols |
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