GB261133A - Process for the production of arsinic acids of the aromatic series - Google Patents
Process for the production of arsinic acids of the aromatic seriesInfo
- Publication number
- GB261133A GB261133A GB21969/25A GB2196925A GB261133A GB 261133 A GB261133 A GB 261133A GB 21969/25 A GB21969/25 A GB 21969/25A GB 2196925 A GB2196925 A GB 2196925A GB 261133 A GB261133 A GB 261133A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrobenzoxazolone
- amino
- benzoxazolone
- chlor
- nitro
- 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
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical class O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 title 1
- 125000003118 aryl group Chemical group 0.000 title 1
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 6
- UTQPEXLRBRAERQ-UHFFFAOYSA-N 5-nitro-3h-1,3-benzoxazol-2-one Chemical compound [O-][N+](=O)C1=CC=C2OC(=O)NC2=C1 UTQPEXLRBRAERQ-UHFFFAOYSA-N 0.000 abstract 4
- VLZVIIYRNMWPSN-UHFFFAOYSA-N 2-Amino-4-nitrophenol Chemical compound NC1=CC([N+]([O-])=O)=CC=C1O VLZVIIYRNMWPSN-UHFFFAOYSA-N 0.000 abstract 2
- MPELXPUTLLIIRN-UHFFFAOYSA-N 3-chloro-5-nitro-1,3-benzoxazol-2-one Chemical compound [O-][N+](=O)C1=CC2=C(OC(=O)N2Cl)C=C1 MPELXPUTLLIIRN-UHFFFAOYSA-N 0.000 abstract 2
- NEUIGIUWAYOYAM-UHFFFAOYSA-N 3-methyl-5-nitro-1,3-benzoxazol-2-one Chemical compound [O-][N+](=O)C1=CC=C2OC(=O)N(C)C2=C1 NEUIGIUWAYOYAM-UHFFFAOYSA-N 0.000 abstract 2
- VNEBWJSWMVTSHK-UHFFFAOYSA-L disodium;3-hydroxynaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=CC2=C1 VNEBWJSWMVTSHK-UHFFFAOYSA-L 0.000 abstract 2
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 abstract 1
- ZDMBLPBTZZZSIW-UHFFFAOYSA-N 2-amino-6-methyl-4-nitrophenol Chemical compound CC1=CC([N+]([O-])=O)=CC(N)=C1O ZDMBLPBTZZZSIW-UHFFFAOYSA-N 0.000 abstract 1
- ZRCKGWDSRKTDML-UHFFFAOYSA-N 5-amino-3-chloro-1,3-benzoxazol-2-one Chemical compound NC1=CC2=C(OC(=O)N2Cl)C=C1 ZRCKGWDSRKTDML-UHFFFAOYSA-N 0.000 abstract 1
- JQPPHIWSRUYRAL-UHFFFAOYSA-N 5-amino-3-methyl-1,3-benzoxazol-2-one Chemical class NC1=CC=C2OC(=O)N(C)C2=C1 JQPPHIWSRUYRAL-UHFFFAOYSA-N 0.000 abstract 1
- GJXXUHGUCBUXSL-UHFFFAOYSA-N 5-amino-3h-1,3-benzoxazol-2-one Chemical class NC1=CC=C2OC(=O)NC2=C1 GJXXUHGUCBUXSL-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- -1 amino compound Chemical class 0.000 abstract 1
- AQLMHYSWFMLWBS-UHFFFAOYSA-N arsenite(1-) Chemical compound O[As](O)[O-] AQLMHYSWFMLWBS-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 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
- C07F9/80—Heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
261,133. Ransford, A. J., (Cassella & Co., Ges., L.). Sept. 2, 1925. 2: 1-Benzoxazolone-5-arsinic acids are prepared by reducing 5-nitrobenzoxazolone or a derivative thereof and diazotizing the resulting amino compound in the presence of an arsenite. The products possess therapeutic properties. Examples are given of the production of 2 : 1-benzoxazolone- 5-arsinic acid from 5-nitro-benzoxazolone. 3-methyl-2:1-benzoxazolone-5-arsinic acid from 3-methyl-5-nitrobenzoxazolone, and 3-chlor-2:1- benzoxazolone-5-arsinic acid from 3-chlor-5-nitrobenzoxazolone. Specification 240,969 is referred to. 5-Nitrobenzoxazlone and its derivatives are obtained by the action of phosgene on 1-hydroxy- 2-amino-4-nitrobenzene and its derivatives. The preparation of 5-nitrobenzoxazolone from 4-nitro- 2-aminophenol, of 3-methyl-5-nitrobenzoxazolone from 5-nitro-3-amino-2-hydroxy-1-methylbenzene, and of 3-chlor-5-nitrobenzoxazolone from 5.nitro- 3-amino-2-hydroxy-1-chlorbenzene, is described. Monoazo dyes. - The 5-aminobenzoxazolones which result from the reduction of the 5-nitrobenzoxazolones may be diazotised and coupled with resorcinol or R-salt. Both 5-amino- and 3-methyl- 5-amino-benzoxazolones give yellow-red solutions with resorcinol and red-violet solutions with R- salt, whilst 3-chlor-5-aminobenzoxazolone gives an orange solution with resorcinol and a bluishred solution with R-salt.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB21969/25A GB261133A (en) | 1925-09-02 | 1925-09-02 | Process for the production of arsinic acids of the aromatic series |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB21969/25A GB261133A (en) | 1925-09-02 | 1925-09-02 | Process for the production of arsinic acids of the aromatic series |
Publications (1)
Publication Number | Publication Date |
---|---|
GB261133A true GB261133A (en) | 1926-11-18 |
Family
ID=10171791
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21969/25A Expired GB261133A (en) | 1925-09-02 | 1925-09-02 | Process for the production of arsinic acids of the aromatic series |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB261133A (en) |
-
1925
- 1925-09-02 GB GB21969/25A patent/GB261133A/en not_active Expired
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