GB249584A - A process for the production of unsymmetrical arseno-benzene compounds - Google Patents
A process for the production of unsymmetrical arseno-benzene compoundsInfo
- Publication number
- GB249584A GB249584A GB28158/24A GB2815824A GB249584A GB 249584 A GB249584 A GB 249584A GB 28158/24 A GB28158/24 A GB 28158/24A GB 2815824 A GB2815824 A GB 2815824A GB 249584 A GB249584 A GB 249584A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- arsinic
- oxy
- acetophenone
- semicarbazone
- 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
- 238000000034 method Methods 0.000 title abstract 2
- AWYSLGMLVOSVIS-UHFFFAOYSA-N phenyl(phenylarsanylidene)arsane Chemical class C1=CC=CC=C1[As]=[As]C1=CC=CC=C1 AWYSLGMLVOSVIS-UHFFFAOYSA-N 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 14
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 4
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical class O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- -1 halogen- Chemical class 0.000 abstract 4
- GPSSQIRGCXEBSH-UHFFFAOYSA-N oxoarsenic Chemical class [As]=O GPSSQIRGCXEBSH-UHFFFAOYSA-N 0.000 abstract 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 3
- 239000011734 sodium Substances 0.000 abstract 3
- 229910052708 sodium Inorganic materials 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- 239000007859 condensation product Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 150000002923 oximes Chemical class 0.000 abstract 2
- 229950008475 oxophenarsine Drugs 0.000 abstract 2
- WAJUCMNAGKFHLB-UHFFFAOYSA-N phenylarsinic acid Chemical compound O[AsH](=O)C1=CC=CC=C1 WAJUCMNAGKFHLB-UHFFFAOYSA-N 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 150000007659 semicarbazones Chemical class 0.000 abstract 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000004471 Glycine Substances 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- VOTFXKJPNQELOG-UHFFFAOYSA-N arsenic acid Chemical class O[As](=O)=O VOTFXKJPNQELOG-UHFFFAOYSA-N 0.000 abstract 1
- 150000001495 arsenic compounds Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 229940093920 gynecological arsenic compound Drugs 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- BQVCCPGCDUSGOE-UHFFFAOYSA-N phenylarsine oxide Chemical compound O=[As]C1=CC=CC=C1 BQVCCPGCDUSGOE-UHFFFAOYSA-N 0.000 abstract 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 239000000725 suspension Substances 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)
- Paints Or Removers (AREA)
Abstract
249,584. Deutsche Gold-und Silber- Scheideanstalt vorm. Roessler, and Albert, A. Nov. 24, 1924. Unsymmetrical arseno-benzene compounds are prepared by subjecting to reduction a mixture of two compounds selected from the following groups : (1) aromatic aldehydo- or ketoarsinic acids, aliphatic-aromatic keto-arsinic acids or the corresponding arsenoxides, the preparation of which is described in Specifications 199,091 and 220,668, (2) condensation products of hydrazine or its derivatives with the arsinic acids or arsenoxides referred to under (1) above and described in Specification 199,092, or their arsenoxides, the preparation of which is described in Specification 199,093, (3) condensation products of organic compounds containing reactive amino groups (other than hydrazine or its derivatives) with the arsinic acids or arsenoxides referred to under (1) above and described in Specification 249,588, and (4) tri- or penta-valent organic arsenic compounds, such as halogen-, nitro-, oxy-, or aminoarylarsenoxides or carboxylated or sulphonated arsinic acids, glycine arsinic acids &c. The mixtures are made up of two different compounds selected from groups (1), (2) and (3) or from one of these groups, or of one such compound associated with a compound from group (4). The process is carried out by treating a solution or suspension containing approximately equimolecular proportions of the two substances with a reducing agent such as sodium hydrosulphite. Examples are given of the reduction of the following pairs of components :-p-acetophenonearsinic acid and p-benzaldehydearsinic acid, p-acetophenonearsinic acid semicarbazone and p-acetophenonearsinic acid, p-propiophenonearsinic acid and 3-oxy-1- acetophenone-4-arsinic acid semicarbazone, pbenzaldehydearsinic acid methylphenylhydrazone and 1-oxy-2-acetophenone-4-arsinic acid, p-benzaldehydearsinic acid oxime and 3-oxy-1-acetophenone-4-arsinic acid semicarbazone, 3-oxy-1- acetophenone-4-arsinic acid semicarbazone and pacetophenonearsenoxide, p - acetophenonearsenoxide and 3-oxy-1-acetophenone-4-arsenoxide, pbenzalacetonearsinic acid semicarbazone and 3- oxy-1-acetophenone-4-arsinic acid semicarbazone, 3-oxy-1-acetophenone-4-arsinic acid semicarbazone and p-phenylglycinearsinic acid, sodium p-amidophenylarsinate and sodium p-acetophenonearsinate, p-benzaldehydearsinic acid methylphenylhydrazone and p-oxyphenylarsinic acid, phenylarsinic acid and 3-oxy-1-acetophenone-4-arsinic acid, m-nitroacetophenonearsinic acid and pphenylglycine arsinic acid, p-benzaldehydearsinic acid oxime and p-oxyphenylarsinic acid, p-acetophenonearsenoxide and phenylarsenoxide, chlor-1- benzalacetone-4-arsinic acid and sodium p-oxyphenylarsinate, 3-oxy-1-acetophenone-4-arsenoxide and phenylarsinic acid. Chlor-1-benzabacetone-4-arsinic acid is obtained by chlorinating in the cold a solution of p-benzalacetone-4-arsinic acid in glacial acetic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28158/24A GB249584A (en) | 1924-11-24 | 1924-11-24 | A process for the production of unsymmetrical arseno-benzene compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB28158/24A GB249584A (en) | 1924-11-24 | 1924-11-24 | A process for the production of unsymmetrical arseno-benzene compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB249584A true GB249584A (en) | 1926-03-24 |
Family
ID=10271193
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB28158/24A Expired GB249584A (en) | 1924-11-24 | 1924-11-24 | A process for the production of unsymmetrical arseno-benzene compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB249584A (en) |
-
1924
- 1924-11-24 GB GB28158/24A patent/GB249584A/en not_active Expired
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