GB484101A - Manufacture of aromatic arsenic and antimony compounds - Google Patents
Manufacture of aromatic arsenic and antimony compoundsInfo
- Publication number
- GB484101A GB484101A GB29536/36A GB2953636A GB484101A GB 484101 A GB484101 A GB 484101A GB 29536/36 A GB29536/36 A GB 29536/36A GB 2953636 A GB2953636 A GB 2953636A GB 484101 A GB484101 A GB 484101A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- antimony
- arsenic
- prepared
- hydroxyl groups
- 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
- 229910052785 arsenic Inorganic materials 0.000 title abstract 7
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 title abstract 6
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 title abstract 2
- 150000001463 antimony compounds Chemical class 0.000 title abstract 2
- 125000003118 aryl group Chemical group 0.000 title abstract 2
- 229940093920 gynecological arsenic compound Drugs 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 229910052787 antimony Inorganic materials 0.000 abstract 5
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 3
- -1 Organo arsenic Chemical compound 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002723 alicyclic group Chemical group 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 230000003993 interaction Effects 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- NLPWTTIYIIOESZ-UHFFFAOYSA-L (4-aminophenyl)stibonic acid Chemical compound NC1=CC=C([Sb](O)(O)=O)C=C1 NLPWTTIYIIOESZ-UHFFFAOYSA-L 0.000 abstract 1
- RSRFURJMCNJVOW-UHFFFAOYSA-N (4-hydroxyphenyl)arsonic acid Chemical compound OC1=CC=C([As](O)(O)=O)C=C1 RSRFURJMCNJVOW-UHFFFAOYSA-N 0.000 abstract 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- XKNKHVGWJDPIRJ-UHFFFAOYSA-N arsanilic acid Chemical compound NC1=CC=C([As](O)(O)=O)C=C1 XKNKHVGWJDPIRJ-UHFFFAOYSA-N 0.000 abstract 1
- 229950002705 arsanilic acid Drugs 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 abstract 1
- AWYSLGMLVOSVIS-UHFFFAOYSA-N phenyl(phenylarsanylidene)arsane Chemical compound C1=CC=CC=C1[As]=[As]C1=CC=CC=C1 AWYSLGMLVOSVIS-UHFFFAOYSA-N 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Organo arsenic and antimony compounds of the formula <FORM:0484101/IV/1> wherein X stands for <FORM:0484101/IV/2> or oxygen, R represents an aromatic radicle containing arsenic and/or antimony, R1 stands for hydrogen or an organic radicle, R2 signifies an aliphatic or alicyclic radicle containing at least two hydroxyl groups, and R3 represents hydrogen, alkyl or an aliphatic or alicyclic radicle containing at least one hydroxyl group, are prepared by reacting an aromatic amine, phenol or aminophenol containing arsenic and/or antimony with a halogen-acylamide containing at the nitrogen one or two organic radicles having at least two hydroxyl groups, and if desired, reducing the compound obtained. The same products may be prepared by treating an aromatic compound which has an exchangeable halogen atom and may contain arsenic or antimony p with an amino- or hydroxyacylamide comprising at the amide nitrogen one or two organic radicles having at least two hydroxyl groups, and if necessary introducing arsenic and/or antimony into the product. Alternatively, an arylaminoacetic acid or an aryloxyacetic acid containing arsenic or antimony, or a derivative of either, is condensed with an aliphatic or alicyclic amine containing at least two hydroxyl groups. The products are useful therapeutically. Examples are given of the interaction of (1) arsanilic acid and chloracetylmethylglucamide; the resulting phenylglycide-methylglucamide-p-arsonic acid may be reduced to the corresponding arsenobenzene; other glucamides may be used; (2) p-aminophenylstibonic acid and chloracetyl-methylglucamide; (3) methylglucamine and benzene-oxyacetic acid methylester-p-arsonic acid, which is prepared by esterification with methyl alcohol of the reaction product of p-hydroxyphenylarsonic acid and chloracetic acid. The Specification as open to inspection under Sect. 91 contains an additional example describing the interaction of p-glycine-methylester-benzene-arsonic acid with l-aminopropandiol-2 : 3 to give a product of the formula AsO3H2 . C6H4 . NH . CH2 . CO . NH . CH2. CHOH.CH2OH. This subject-matter does not appear in the Specification as accepted. Chloracetyl-glucamides are prepared by treating glucamine or its methyl or ethyl derivatives with chloracetyl chloride in aqueous solution.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE484101X | 1935-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB484101A true GB484101A (en) | 1938-05-02 |
Family
ID=6543065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB29536/36A Expired GB484101A (en) | 1935-11-09 | 1936-10-30 | Manufacture of aromatic arsenic and antimony compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB484101A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2584639A (en) * | 1948-07-13 | 1952-02-05 | Hoffmann La Roche | Carboxyalkylmercapto stibonic acid compounds |
-
1936
- 1936-10-30 GB GB29536/36A patent/GB484101A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2584639A (en) * | 1948-07-13 | 1952-02-05 | Hoffmann La Roche | Carboxyalkylmercapto stibonic acid compounds |
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