GB322745A - Improvements in the manufacture and production of 2-methyl-benzanthrones - Google Patents
Improvements in the manufacture and production of 2-methyl-benzanthronesInfo
- Publication number
- GB322745A GB322745A GB47029A GB47029A GB322745A GB 322745 A GB322745 A GB 322745A GB 47029 A GB47029 A GB 47029A GB 47029 A GB47029 A GB 47029A GB 322745 A GB322745 A GB 322745A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphide
- benzanthrones
- substituted
- treating
- mercaptobenzanthrone
- 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
- KZVJTAYLEAJHMU-UHFFFAOYSA-N 2-methylbenzo[b]phenalen-7-one Chemical class C1=CC2=CC(C)=CC(C=3C(=CC=CC=3)C3=O)=C2C3=C1 KZVJTAYLEAJHMU-UHFFFAOYSA-N 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 4
- RXWXWPRKWDMPMP-UHFFFAOYSA-N 2-sulfanylbenzo[b]phenalen-7-one Chemical compound SC1=CC=2C3=CC=CC=C3C(C3=CC=CC(=C1)C23)=O RXWXWPRKWDMPMP-UHFFFAOYSA-N 0.000 abstract 2
- HUKPVYBUJRAUAG-UHFFFAOYSA-N 7-benzo[a]phenalenone Chemical group C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=CC=CC2=C1 HUKPVYBUJRAUAG-UHFFFAOYSA-N 0.000 abstract 2
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 235000019441 ethanol Nutrition 0.000 abstract 2
- 229930195733 hydrocarbon Natural products 0.000 abstract 2
- 150000002430 hydrocarbons Chemical group 0.000 abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 2
- DXBHBZVCASKNBY-UHFFFAOYSA-N 1,2-Benz(a)anthracene Chemical class C1=CC=C2C3=CC4=CC=CC=C4C=C3C=CC2=C1 DXBHBZVCASKNBY-UHFFFAOYSA-N 0.000 abstract 1
- VACYJBVGEYZPOV-UHFFFAOYSA-N 2-(2-oxopropylsulfanyl)benzo[b]phenalen-7-one Chemical compound C(C(=O)C)SC1=CC=2C3=CC=CC=C3C(C3=CC=CC(=C1)C23)=O VACYJBVGEYZPOV-UHFFFAOYSA-N 0.000 abstract 1
- XYKSCLIHMGLNHK-UHFFFAOYSA-N 2-chlorobenzo[b]phenalen-7-one Chemical compound C1=CC2=CC(Cl)=CC(C=3C(=CC=CC=3)C3=O)=C2C3=C1 XYKSCLIHMGLNHK-UHFFFAOYSA-N 0.000 abstract 1
- QBJNKIMKICPPNW-UHFFFAOYSA-N 2-phenacylsulfanylbenzo[b]phenalen-7-one Chemical compound C(C(=O)C1=CC=CC=C1)SC1=CC=2C3=CC=CC=C3C(C3=CC=CC(=C1)C=23)=O QBJNKIMKICPPNW-UHFFFAOYSA-N 0.000 abstract 1
- 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 1
- BULLHNJGPPOUOX-UHFFFAOYSA-N chloroacetone Chemical compound CC(=O)CCl BULLHNJGPPOUOX-UHFFFAOYSA-N 0.000 abstract 1
- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-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
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/02—Benzathrones
- C09B3/06—Preparation from starting materials already containing the benzanthrone nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
322,745. Johnson, J. Y., (I. G. Farbenindustrie Akt.-Ges.). Sept. 7, 1928. Divided on 322,253. Samples furnished. 2-Methylbenzanthrones are obtained by treating benzanthrones substituted in the 2-position by the group-S.CH2.COR, where R is a hydrocarbon radicle, with or without other substituents in the benzanthrene nucleus, with alkaline saponifying agents. In examples, (1) acetonyl-2-benzanthronyl sulphide (obtained by the action of monochloracetone on the 2-mercaptobenzanthrone made by treating 2-chlorbenzanthrone with sodium sulphide in alcoholic solution) is heated with sodium or potassium hydroxide in the presence of water or ethyl alcohol, or with anhydrous sodium sulphide and ethyl alcohol, and (2) phenacyl-2-benzanthronyl sulphide (from 2- mercaptobenzanthrone and phenacyl bromide) is boiled with alcoholic potash; in each case 2- methylbenzanthrone is obtained. According to the Provisional Specification, 2-alkylbenzanthrones in general may be obtained by treating with alkaline saponifying agents benzanthrones substituted in the 2-position by the group- S.CHR.COR', where Rand R<1> are hydrocarbon radicles, which may be substituted.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB47029A GB322745A (en) | 1928-09-07 | 1928-09-07 | Improvements in the manufacture and production of 2-methyl-benzanthrones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB47029A GB322745A (en) | 1928-09-07 | 1928-09-07 | Improvements in the manufacture and production of 2-methyl-benzanthrones |
Publications (1)
Publication Number | Publication Date |
---|---|
GB322745A true GB322745A (en) | 1929-12-09 |
Family
ID=9704918
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB47029A Expired GB322745A (en) | 1928-09-07 | 1928-09-07 | Improvements in the manufacture and production of 2-methyl-benzanthrones |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB322745A (en) |
-
1928
- 1928-09-07 GB GB47029A patent/GB322745A/en not_active Expired
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