GB296327A - Manufacture of new substituted 4.4-dihydroxy-5:5-acylamino-arsenobenzenes - Google Patents
Manufacture of new substituted 4.4-dihydroxy-5:5-acylamino-arsenobenzenesInfo
- Publication number
- GB296327A GB296327A GB14343/27A GB1434327A GB296327A GB 296327 A GB296327 A GB 296327A GB 14343/27 A GB14343/27 A GB 14343/27A GB 1434327 A GB1434327 A GB 1434327A GB 296327 A GB296327 A GB 296327A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxy
- arsinic
- acid
- arsinic acid
- acetaminobenzene
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 6
- 230000000397 acetylating effect Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- 230000000802 nitrating effect Effects 0.000 abstract 2
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 2
- KWSLGOVYXMQPPX-UHFFFAOYSA-N 5-[3-(trifluoromethyl)phenyl]-2h-tetrazole Chemical compound FC(F)(F)C1=CC=CC(C2=NNN=N2)=C1 KWSLGOVYXMQPPX-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical class O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C07F9/74—Aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Abstract
296,327. Carpmael, K., and Carpmael, K..S., (Representatives of Carpmael), W.), (I. G. Farbenindustrie Akt.-Ges.). May :27, 1927. Samples furnished. Symmetrical arsenobenzenes of the general formula in which X represents hydrogen atoms of which at least one in each nucleus is replaced by a halogen or alkyl group, are prepared by reduction of the corresponding arsinic acids in the usual manner. The starting materials are described in Specification 278,789, or can be prepared in an analogous manner. The products possess therapeutic properties. Examples are given of the reduction with sodium hypophosphite and hydriodic acid of 3-chloro-4-hydroxy-5- acetaminobenezene-1-arsinic acid (described in Specification 230,487), 2-chlor-4-hydroxy-5- acetaminobenzene-1-arsinic acid, 3-methyl-4- hydroxy-5-acetaminobenzene-1-arsinic acid (described in Specification 254,086), and 2-methyl-4- hydroxy-5-acetaminobenzene-1-arsinic acid to the corresponding arseno compounds. 2-Chloro - 4 - hydroxy - 5-acetaminobenezene-1- arsinic acid is obtained bv nitrating 2 : 4-dicbJorophenyl-1-arsinic acid, heating the product with caustic potash, reducing the resulting hydroxy-nitro compound, and acetylating the product. 2-Methyl - 4 - hydroxy - 5-acetaminobenzene-1- arsinic acid is prepared by nitrating 2-methyl-4- acetaminophenyl-1-arsinic acid, replacing the scetamino group with hydroxyl by heating with caustic potash, reducing the resulting hydroxynitro compound, and finally acetylating the amino group.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE330862X | 1928-10-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB296327A true GB296327A (en) | 1928-08-27 |
Family
ID=6193134
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14343/27A Expired GB296327A (en) | 1928-10-25 | 1927-05-27 | Manufacture of new substituted 4.4-dihydroxy-5:5-acylamino-arsenobenzenes |
| GB32524/29A Expired GB330862A (en) | 1928-10-25 | 1929-10-25 | Improvements in or relating to the manufacture of 3.3-dichloro-4.4-dihydroxy-5.5-diacetylamino-arsenobenzene |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB32524/29A Expired GB330862A (en) | 1928-10-25 | 1929-10-25 | Improvements in or relating to the manufacture of 3.3-dichloro-4.4-dihydroxy-5.5-diacetylamino-arsenobenzene |
Country Status (1)
| Country | Link |
|---|---|
| GB (2) | GB296327A (en) |
-
1927
- 1927-05-27 GB GB14343/27A patent/GB296327A/en not_active Expired
-
1929
- 1929-10-25 GB GB32524/29A patent/GB330862A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB330862A (en) | 1930-06-19 |
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