GB642159A - Improvements in or relating to the preparation of diphenyl ethers - Google Patents
Improvements in or relating to the preparation of diphenyl ethersInfo
- Publication number
- GB642159A GB642159A GB2838047A GB2838047A GB642159A GB 642159 A GB642159 A GB 642159A GB 2838047 A GB2838047 A GB 2838047A GB 2838047 A GB2838047 A GB 2838047A GB 642159 A GB642159 A GB 642159A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dinitro
- methoxyphenoxy
- toluene
- general formula
- quaternary salt
- 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
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/12—Preparation of nitro compounds by reactions not involving the formation of nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Diphenyl ethers of the general formula <FORM:0642159/IV (b)/1> are obtained by reacting a quaternary salt of the general formula <FORM:0642159/IV (b)/2> with a phenol of the general formula <FORM:0642159/IV (b)/3> wherein RN is a tertiary base which may be aliphatic, partly aromatic or one in which the nitrogen is part of a heterocyclic ring, e.g. pyridine, diethylaniline, the picolines, the dimethylpyridines and trimethylpyridines, R1 is one of the groups <FORM:0642159/IV (b)/4> or <FORM:0642159/IV (b)/5> where Z is an alkyl group containing not more than four carbon atoms and Y an acyl group normally used to protect an amino group, R11 is one of the following groups: H, -OH, alkyl, alkoxy, NO2, carbalkoxy, acyloxy and acylamino, and X is the anionic of an aromatic sulphonic acid, hydrochloric acid, hydrobromic acid or hydro-odic acid. The reaction may be carried out in solvents having a dielectric constant of less than 25, e.g. liquid sulphur dioxide, liquid ammonia, benzene or an excess of the tertiary organic base. The reaction may be effected by using the components of the quaternary salt without the isolation of the quaternary salt itself. Examples are given of the preparation of 3 : 5-dinitro-4-(41-hydroxy-or methoxy-phenoxy)-benzylhydantoin; ethyl-3 : 5 - dinitro - 4 - (41 - methoxyphenoxy) - dihydrocinnamate; 3 : 5-dinitro-4-(41-methoxyphenoxy), -4-phenoxy, -4-(41-methylphenoxy), - 4 - (41 - nitrophenoxy), - 4 - (41 - carbomethoxyphenoxy)-toluene; l-3 : 5-dinitro-4-(41-methoxyphenoxy or 41-acetoxyphenoxy) - N - acetylphenylalanine ethyl ester; 3 : 5-dinitro-4-(41-propionyloxyphenoxy)-toluene. Samples have been furnished under Sect. 2(5) of 3 : 5 - dinitro - 4 - (41 - acetamidophenoxy) - toluene; 3 : 5-dinitro-4-(41-acetamidophenoxy)-N-acetyl-dl or l-phenylalamine ethyl ester dl - 5 - 31 : 51 - dinitro - 41 - p - acetamidophenoxybenzyl)-hydantoin; and methyl-3 : 5-dinitro-4-(41-benzamidophenoxy)-benzoate.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2838047A GB642159A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of diphenyl ethers |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2838047A GB642159A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of diphenyl ethers |
Publications (1)
Publication Number | Publication Date |
---|---|
GB642159A true GB642159A (en) | 1950-08-30 |
Family
ID=10274735
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2838047A Expired GB642159A (en) | 1947-10-23 | 1947-10-23 | Improvements in or relating to the preparation of diphenyl ethers |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB642159A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5736576A (en) * | 1996-06-04 | 1998-04-07 | Octamer, Inc. | Method of treating malignant tumors with thyroxine analogues having no significant hormonal activity |
US5922775A (en) * | 1997-10-23 | 1999-07-13 | Octamer, Inc. | Method of treating malignant tumors with ketone thyroxine analogues having no significant hormonal activity |
US6017958A (en) * | 1996-06-04 | 2000-01-25 | Octamer, Inc. | Method of treating malignant tumors with thyroxine analogues having no significant hormonal activity |
US7189856B2 (en) | 2001-12-28 | 2007-03-13 | Gideon Shapiro | Non-peptide somatostatin receptor ligands |
US7199265B2 (en) * | 2000-06-21 | 2007-04-03 | Karo Bio Ab | Thyroid receptor ligands, pharmaceutical compositions comprising them and their use in the treatment of disorders influenced by thyroid hormones |
-
1947
- 1947-10-23 GB GB2838047A patent/GB642159A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5736576A (en) * | 1996-06-04 | 1998-04-07 | Octamer, Inc. | Method of treating malignant tumors with thyroxine analogues having no significant hormonal activity |
US6017958A (en) * | 1996-06-04 | 2000-01-25 | Octamer, Inc. | Method of treating malignant tumors with thyroxine analogues having no significant hormonal activity |
US5922775A (en) * | 1997-10-23 | 1999-07-13 | Octamer, Inc. | Method of treating malignant tumors with ketone thyroxine analogues having no significant hormonal activity |
US7199265B2 (en) * | 2000-06-21 | 2007-04-03 | Karo Bio Ab | Thyroid receptor ligands, pharmaceutical compositions comprising them and their use in the treatment of disorders influenced by thyroid hormones |
US7189856B2 (en) | 2001-12-28 | 2007-03-13 | Gideon Shapiro | Non-peptide somatostatin receptor ligands |
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