GB284035A - Improvements in and relating to the production of benzanthrones and their derivatives - Google Patents
Improvements in and relating to the production of benzanthrones and their derivativesInfo
- Publication number
- GB284035A GB284035A GB2751326A GB2751326A GB284035A GB 284035 A GB284035 A GB 284035A GB 2751326 A GB2751326 A GB 2751326A GB 2751326 A GB2751326 A GB 2751326A GB 284035 A GB284035 A GB 284035A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphur
- thionyl chloride
- chloride
- products
- violanthrone
- 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
- HUKPVYBUJRAUAG-UHFFFAOYSA-N 7-benzo[a]phenalenone Chemical class C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=CC=CC2=C1 HUKPVYBUJRAUAG-UHFFFAOYSA-N 0.000 title abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 6
- 239000000047 product Substances 0.000 abstract 3
- AUKRYONWZHRJRE-UHFFFAOYSA-N 9-anthrol Chemical compound C1=CC=C2C(O)=C(C=CC=C3)C3=CC2=C1 AUKRYONWZHRJRE-UHFFFAOYSA-N 0.000 abstract 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 230000004927 fusion Effects 0.000 abstract 2
- FWMUJAIKEJWSSY-UHFFFAOYSA-N sulfur dichloride Chemical compound ClSCl FWMUJAIKEJWSSY-UHFFFAOYSA-N 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- 235000011149 sulphuric acid Nutrition 0.000 abstract 2
- XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical compound ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 abstract 2
- YKSGNOMLAIJTLT-UHFFFAOYSA-N violanthrone Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2C(=O)C1=CC=C3C1=CC=C2C(=O)C3=CC=CC=C3C3=CC=C4C1=C32 YKSGNOMLAIJTLT-UHFFFAOYSA-N 0.000 abstract 2
- MUVQKFGNPGZBII-UHFFFAOYSA-N 1-anthrol Chemical class C1=CC=C2C=C3C(O)=CC=CC3=CC2=C1 MUVQKFGNPGZBII-UHFFFAOYSA-N 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000004056 anthraquinones Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000012320 chlorinating reagent Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- KQSBZNJFKWOQQK-UHFFFAOYSA-N hystazarin Natural products O=C1C2=CC=CC=C2C(=O)C2=C1C=C(O)C(O)=C2 KQSBZNJFKWOQQK-UHFFFAOYSA-N 0.000 abstract 1
- 229940072033 potash Drugs 0.000 abstract 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
284,035. British Alizarine Co., Ltd., Dawson, W. H., Souter, C. W., and Anderson, J. Nov. 3, 1926. Benzanthrones are produced by condensing anthraquinones or the corresponding anthranols with the reaction mixture obtained bv treating glycerol with a sulphur-containing chlorinating agent such as sulphurmono- or di-chloride, thionyl chloride, or sulphuryl chloride; a dehydrating condensing agent such as sulphuric acid is also present. Some of the products contain sulphur and yield compounds of the violanthrone type by the usual treatment such as fusion with alcoholic potash. According to examples anthranol is condensed, in presence of sulphuric acid, with the reaction products from glycerol and thionyl chloride, sulphur dichloride, or sulphur monochloride; the benzanthrone derivatives thus obtained from the thionyl chloride or sulphur dichloride products yield violanthrone dyestuffs on alkali fusion but that from the sulphur monochloride product yields a yellow dyestuff probably of the dibenzanthronyl type.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2751326A GB284035A (en) | 1926-11-03 | 1926-11-03 | Improvements in and relating to the production of benzanthrones and their derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2751326A GB284035A (en) | 1926-11-03 | 1926-11-03 | Improvements in and relating to the production of benzanthrones and their derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB284035A true GB284035A (en) | 1928-01-26 |
Family
ID=10260787
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2751326A Expired GB284035A (en) | 1926-11-03 | 1926-11-03 | Improvements in and relating to the production of benzanthrones and their derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB284035A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4559176A (en) * | 1983-07-12 | 1985-12-17 | Ciba Geigy Ag | Process for the production of benzanthrone |
-
1926
- 1926-11-03 GB GB2751326A patent/GB284035A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4559176A (en) * | 1983-07-12 | 1985-12-17 | Ciba Geigy Ag | Process for the production of benzanthrone |
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