GB859221A - Improved method for preparing aromatic aminoazo compounds - Google Patents
Improved method for preparing aromatic aminoazo compoundsInfo
- Publication number
- GB859221A GB859221A GB38640/57A GB3864057A GB859221A GB 859221 A GB859221 A GB 859221A GB 38640/57 A GB38640/57 A GB 38640/57A GB 3864057 A GB3864057 A GB 3864057A GB 859221 A GB859221 A GB 859221A
- Authority
- GB
- United Kingdom
- Prior art keywords
- friedel
- nitrite
- crafts catalyst
- aromatic
- amino
- 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
- C09B41/00—Special methods of performing the coupling reaction
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Aromatic aminoazo compounds are prepared by diazotising a primary aromatic monoamine unsubstituted in the para-position with a nitrite in an acid medium at a temperature of 0-50 DEG C., the molar ratio, of amine to nitrite being at least 2,5, and heating immediately after diazotisation the aromatic diazoamino compound to a temperature not greater than 75 DEG C. in the acidic medium, with or without a Friedel-Crafts catalyst, the molar equivalents of acid used being in the range of 1,4-2,5 based on the nitrite when no Friedel-Crafts catalyst is ued and in the range of 1,03-1,3 when a Friedel-Crafts catalyst is present. Specified acids are phosphoric, sulphuric, nitric hydrochloric and hydrobromic. Specified catalysts are aluminium, antimony and ferric halides, boron trifluoride and trifluoromethylbenzene. In examples p-amino-azobenzene and p-amino-azotoluidine are prepared from aniline and o-toluidine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US859221XA | 1956-12-19 | 1956-12-19 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB859221A true GB859221A (en) | 1961-01-18 |
Family
ID=22194869
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB38640/57A Expired GB859221A (en) | 1956-12-19 | 1957-12-12 | Improved method for preparing aromatic aminoazo compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB859221A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0013643A1 (en) * | 1979-01-09 | 1980-07-23 | E.I. Du Pont De Nemours And Company | Production of high-quality aromatic amino azo compounds by the rearrangement of 1,3-diaryl triazenes |
EP0035815A1 (en) * | 1980-03-12 | 1981-09-16 | Akzo N.V. | Process for the preparation of p-aminoazobenzene from aniline |
US4376730A (en) | 1981-03-13 | 1983-03-15 | Akzo N.V. | Preparation of p-aminoazo-benzene from aniline |
US5990310A (en) * | 1999-04-08 | 1999-11-23 | Uniroyal Chemical Company, Inc. | Method for preparing substituted triazines |
CN103508904A (en) * | 2013-10-24 | 2014-01-15 | 滨海白云化工有限公司 | Preparation method for 5-chloro-2-methyl-1,4-phenylenediamine |
-
1957
- 1957-12-12 GB GB38640/57A patent/GB859221A/en not_active Expired
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0013643A1 (en) * | 1979-01-09 | 1980-07-23 | E.I. Du Pont De Nemours And Company | Production of high-quality aromatic amino azo compounds by the rearrangement of 1,3-diaryl triazenes |
EP0035815A1 (en) * | 1980-03-12 | 1981-09-16 | Akzo N.V. | Process for the preparation of p-aminoazobenzene from aniline |
US4376730A (en) | 1981-03-13 | 1983-03-15 | Akzo N.V. | Preparation of p-aminoazo-benzene from aniline |
US5990310A (en) * | 1999-04-08 | 1999-11-23 | Uniroyal Chemical Company, Inc. | Method for preparing substituted triazines |
CN103508904A (en) * | 2013-10-24 | 2014-01-15 | 滨海白云化工有限公司 | Preparation method for 5-chloro-2-methyl-1,4-phenylenediamine |
CN103508904B (en) * | 2013-10-24 | 2015-10-14 | 滨海白云化工有限公司 | The preparation method of 5-chloro-2-methyl-Isosorbide-5-Nitrae-phenylenediamine |
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