GB278444A - Improvements in or relating to the manufacture of organic compounds of arsenic - Google Patents
Improvements in or relating to the manufacture of organic compounds of arsenicInfo
- Publication number
- GB278444A GB278444A GB17155/26A GB1715526A GB278444A GB 278444 A GB278444 A GB 278444A GB 17155/26 A GB17155/26 A GB 17155/26A GB 1715526 A GB1715526 A GB 1715526A GB 278444 A GB278444 A GB 278444A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- acetylamino
- hydroxy
- hydroxyphenylarsinic
- caustic soda
- 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 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000002894 organic compounds Chemical class 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 9
- 239000002253 acid Substances 0.000 abstract 3
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 3
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 abstract 2
- BXUCUKHDUGOJFB-UHFFFAOYSA-N NC=1C=C(C=C(C1O)NC(C)=O)[AsH](O)=O Chemical compound NC=1C=C(C=C(C1O)NC(C)=O)[AsH](O)=O BXUCUKHDUGOJFB-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 230000020477 pH reduction Effects 0.000 abstract 2
- TVDYHTIKKZLNCL-UHFFFAOYSA-N (3-acetamido-4-hydroxyphenyl)arsinic acid Chemical compound CC(=O)NC1=CC([AsH](O)=O)=CC=C1O TVDYHTIKKZLNCL-UHFFFAOYSA-N 0.000 abstract 1
- NAGMMOWHDSWXRQ-UHFFFAOYSA-N C(C[ClH]CCCCCCCCCCCCC)N[As](O)(=O)C1=CC=C(C=C1)O Chemical compound C(C[ClH]CCCCCCCCCCCCC)N[As](O)(=O)C1=CC=C(C=C1)O NAGMMOWHDSWXRQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 abstract 1
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical class O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000006396 nitration reaction Methods 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- -1 sodium 3-amino- 4-hydroxyphenylarsinic acid Chemical compound 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
278,444. Stackings, R. W. E., and may & Baker, Ltd. July 8, 1926. 1 : 4-Arylisoxazine arsinic acids are prepared by condensing in o-aminohydroxy-arylarsinic acid with an a-halogenacyl halide. The halogenacylaminohydroxy-arylarsinic acid is first formed, and by eliminiation of hydrogen halide condenses to the isoxazine compound. The reaction may be effected as a one-stage process, or with isolation of the intermediate product. Preferably the first stage is effected bv the Schotten-Baumann reaction and the second by boiling with alkali. According to the examples, (1) sodium 3-amino- 4-hydroxyphenylarsinic acid is treated with chloracetylchloride and caustic soda, and the 3-chloracetylamino-4-hydroxyphenylarsinic acid which crystallizes out on addition of acid is heated with caustic soda; on acidification, 3-hydroxy-1:4- benzisoxazine-6-arsinic acid is precipitated; (2) 3 - acetylamino-4-hydroxy-5-aminophenylarsinic acid is dissolved in caustic soda. chloracetylchloride and more alkali added, and the mixture boiled ; 8-acetylamino-3-hydroxy-1 : 4 :-benzisoxazine-6-arsinic acid separates out on acidification. 3 - Acetylamino-4-hydroxy-5-aminophenylarsinic acid is obtained by nitration of 3-acetylamino-4- hydroxyphenylarsinic acid and reduction of the resulting nitro compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB17155/26A GB278444A (en) | 1926-07-08 | 1926-07-08 | Improvements in or relating to the manufacture of organic compounds of arsenic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB17155/26A GB278444A (en) | 1926-07-08 | 1926-07-08 | Improvements in or relating to the manufacture of organic compounds of arsenic |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB278444A true GB278444A (en) | 1927-10-10 |
Family
ID=10090252
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB17155/26A Expired GB278444A (en) | 1926-07-08 | 1926-07-08 | Improvements in or relating to the manufacture of organic compounds of arsenic |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB278444A (en) |
-
1926
- 1926-07-08 GB GB17155/26A patent/GB278444A/en not_active Expired
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