GB664839A - Manufacture of anthraquinone derivatives - Google Patents
Manufacture of anthraquinone derivativesInfo
- Publication number
- GB664839A GB664839A GB31534/48A GB3153448A GB664839A GB 664839 A GB664839 A GB 664839A GB 31534/48 A GB31534/48 A GB 31534/48A GB 3153448 A GB3153448 A GB 3153448A GB 664839 A GB664839 A GB 664839A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amino
- base
- tetrachlorethane
- aminoanthraquinone
- oleum
- 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
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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
- C09B1/24—Dyes with unsubstituted amino groups sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1 - Aminoanthraquinone - 2 - sulphonic acids are made by heating the corresponding 1-aminoanthraquinones unsubstituted in the 2-position with a mixture of a sulphonating agent and a tertiary nitrogen base which is substantially not sulphonated under the reaction conditions, the whole or a part of the mixture being in the form of a labile addition product of the sulphonating agent and the tertiary base, and the said base being used in less than three molecular proportions per mol. of sulphonating agent. Examples describe the heating of the following substances with chlorsulphonic acid and pyridine, alone and in the presence of nitrobenzene, tetrachlorethane, or o - dicchlorbenzene; (1) 1 - aminoanthraquinone, (2) 1 - amino - 5 - methoxy - nitro -, sulpho-, or carboxyanthraquinone, (3) 1-amino-6 or 8-chloranthraquinone, (4) 1 - amino - 6,7 - dichloranthraquinone, (5) 1,5- or 1,8-diaminoanthraquinone. Also in examples, 1-amino-anthraquinone is heated in tetrachlorethane with pyridine and oleum or sulphur trioxide, and with quinoline and oleum. Dimethylamino-cyclohexane is specified as a base. The sulphonic acid may be brominated without isolation. A sample has been furnished under Sect. 2 (5) of the Acts of a product prepared by heating 1-aminoanthraquinone with triethylamine and oleum in tetrachlorethane.ALSO:1-Aminoanthraquinone-2-sulphonic acids are made by heating the corresponding 1-amino-anthraquinones unsubstituted in the 2-position with a mixture of a sulphonating agent and a tertiary nitrogen base which is substantially not sulphonated under the reaction conditions, the whole or a part of the mixture being in the form of a labile addition product of the sulphonating agent and the tertiary base, and the said base being used in less than three molecular proportions per mol. of sulphonating agent. Examples describe the heating of the following substances with chlorosulphonic acid and pyridine, alone and in the presence of nitrobenzene, tetrachlorethane, or o-dichlorbenzene; (1) 1-aminoanthraquinone; (2) 1-amino-5-methoxy-nitro-, sulpho- or carboxy-anthraquinone; (3) 1-amino-6 or 8-chloranthraquinone; (4) 1-amino-6,7-dichloranthraquinone; (5) 1.5- or 1.8-diamino-anthraquinone. Also in examples, 1-aminoanthraquinone is heated in tetrachlorethane with pyridine and oleum or sulphur trioxide, and with quinoline and oleum. Dimethylamino-cyclohexane is specified as a base. The sulphonic acid may be brominated without isolation. A sample has been furnished under Sect. 2 (5) of a product prepared by heating 1-amino-anthraquinone with triethylamine and oleum in tetrachlorethane.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH664839X | 1947-12-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB664839A true GB664839A (en) | 1952-01-16 |
Family
ID=4527199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB31534/48A Expired GB664839A (en) | 1947-12-24 | 1948-12-06 | Manufacture of anthraquinone derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB664839A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001087A1 (en) * | 1977-09-10 | 1979-03-21 | Bayer Ag | Process for preparing 1-amino-2-sulfo-4-bromanthraquinone |
| EP0001084A1 (en) * | 1977-09-10 | 1979-03-21 | Bayer Ag | Process for preparing 1-amino-2-sulfo-4-bromo-anthraquinone |
| EP0189376A2 (en) * | 1985-01-24 | 1986-07-30 | Ciba-Geigy Ag | Process for the preparation of 2-sulfo-1,4-diaminoanthraquinone |
-
1948
- 1948-12-06 GB GB31534/48A patent/GB664839A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0001087A1 (en) * | 1977-09-10 | 1979-03-21 | Bayer Ag | Process for preparing 1-amino-2-sulfo-4-bromanthraquinone |
| EP0001084A1 (en) * | 1977-09-10 | 1979-03-21 | Bayer Ag | Process for preparing 1-amino-2-sulfo-4-bromo-anthraquinone |
| EP0189376A2 (en) * | 1985-01-24 | 1986-07-30 | Ciba-Geigy Ag | Process for the preparation of 2-sulfo-1,4-diaminoanthraquinone |
| EP0189376A3 (en) * | 1985-01-24 | 1989-04-12 | Ciba-Geigy Ag | Process for the preparation of 2-sulfo-1,4-diaminoanthraquinone |
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