GB241767A - Manufacture of alkamine esters of n-substituted para-amino-benzoic acid - Google Patents
Manufacture of alkamine esters of n-substituted para-amino-benzoic acidInfo
- Publication number
- GB241767A GB241767A GB1314/25A GB131425A GB241767A GB 241767 A GB241767 A GB 241767A GB 1314/25 A GB1314/25 A GB 1314/25A GB 131425 A GB131425 A GB 131425A GB 241767 A GB241767 A GB 241767A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- ester
- diethylaminoethyl
- alcohol
- propylaminobenzoic
- 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
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 title abstract 6
- 150000002148 esters Chemical class 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 235000019441 ethanol Nutrition 0.000 abstract 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 7
- 239000002253 acid Substances 0.000 abstract 5
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000007864 aqueous solution Substances 0.000 abstract 3
- 230000032050 esterification Effects 0.000 abstract 3
- 238000005886 esterification reaction Methods 0.000 abstract 3
- 230000003993 interaction Effects 0.000 abstract 3
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 abstract 2
- 229960004050 aminobenzoic acid Drugs 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- SBAPACAYNOFTEW-UHFFFAOYSA-N ethyl 4-(propylamino)benzoate Chemical compound CCCNC1=CC=C(C(=O)OCC)C=C1 SBAPACAYNOFTEW-UHFFFAOYSA-N 0.000 abstract 2
- 125000004494 ethyl ester group Chemical group 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- XETSAYZRDCRPJY-UHFFFAOYSA-M sodium;4-aminobenzoate Chemical compound [Na+].NC1=CC=C(C([O-])=O)C=C1 XETSAYZRDCRPJY-UHFFFAOYSA-M 0.000 abstract 2
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 abstract 1
- BFPWLARXKLUGHY-UHFFFAOYSA-N 4-(propylamino)benzoic acid Chemical compound CCCNC1=CC=C(C(O)=O)C=C1 BFPWLARXKLUGHY-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 abstract 1
- ZXHCSWQABSOYNI-UHFFFAOYSA-N ethyl 4-(3-methylbutylamino)benzoate Chemical compound CCOC(=O)C1=CC=C(NCCC(C)C)C=C1 ZXHCSWQABSOYNI-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- 229960005015 local anesthetics Drugs 0.000 abstract 1
- MZKKJVZIFIQOPP-UHFFFAOYSA-M potassium;4-aminobenzoate Chemical compound [K+].NC1=CC=C(C([O-])=O)C=C1 MZKKJVZIFIQOPP-UHFFFAOYSA-M 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL19578D NL19578C (en:Method) | 1925-01-15 | ||
| GB1314/25A GB241767A (en) | 1925-01-15 | 1925-01-15 | Manufacture of alkamine esters of n-substituted para-amino-benzoic acid |
| US141037A US1704660A (en) | 1925-01-15 | 1926-10-11 | Alkaminesters of the ortho-aminobenzoic acids and process of making same |
| GB27014/26A GB260605A (en) | 1925-01-15 | 1926-10-28 | Manufacture of alkamine esters of n-substituted orthoaminobenzoic acid |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1314/25A GB241767A (en) | 1925-01-15 | 1925-01-15 | Manufacture of alkamine esters of n-substituted para-amino-benzoic acid |
| DEF60114D DE473216C (de) | 1923-02-16 | 1925-10-28 | Verfahren zur Darstellung von Alkaminestern N-monoalkylierter und N-monoalkoxyalkylierter Derivate der o-Aminobenzoesaeure |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB241767A true GB241767A (en) | 1925-10-29 |
Family
ID=25977715
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1314/25A Expired GB241767A (en) | 1925-01-15 | 1925-01-15 | Manufacture of alkamine esters of n-substituted para-amino-benzoic acid |
| GB27014/26A Expired GB260605A (en) | 1925-01-15 | 1926-10-28 | Manufacture of alkamine esters of n-substituted orthoaminobenzoic acid |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27014/26A Expired GB260605A (en) | 1925-01-15 | 1926-10-28 | Manufacture of alkamine esters of n-substituted orthoaminobenzoic acid |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US1704660A (en:Method) |
| GB (2) | GB241767A (en:Method) |
| NL (1) | NL19578C (en:Method) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2608574A (en) * | 1949-02-12 | 1952-08-26 | Sterling Drug Inc | Alkamine esters of 4-alkylaminothiolbenzoic acids |
| US2956059A (en) * | 1960-10-11 | Ester-like pipemdine derivatives |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2648666A (en) * | 1953-08-11 | Quaternary ammonium salts derived | ||
| CH651014A5 (de) * | 1982-08-27 | 1985-08-30 | Pharmaton Sa | Basische ester von benzoesaeuren und von 2-thiophencarbonsaeuren, verfahren zu deren herstellung und arzneimittel, die diese ester enthalten. |
-
0
- NL NL19578D patent/NL19578C/xx active
-
1925
- 1925-01-15 GB GB1314/25A patent/GB241767A/en not_active Expired
-
1926
- 1926-10-11 US US141037A patent/US1704660A/en not_active Expired - Lifetime
- 1926-10-28 GB GB27014/26A patent/GB260605A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2956059A (en) * | 1960-10-11 | Ester-like pipemdine derivatives | ||
| US2608574A (en) * | 1949-02-12 | 1952-08-26 | Sterling Drug Inc | Alkamine esters of 4-alkylaminothiolbenzoic acids |
Also Published As
| Publication number | Publication date |
|---|---|
| US1704660A (en) | 1929-03-05 |
| NL19578C (en:Method) | |
| GB260605A (en) | 1927-11-24 |
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