GB859221A - Improved method for preparing aromatic aminoazo compounds - Google Patents

Improved method for preparing aromatic aminoazo compounds

Info

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
Application number
GB38640/57A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Goodrich Corp
Original Assignee
BF Goodrich Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by BF Goodrich Corp filed Critical BF Goodrich Corp
Publication of GB859221A publication Critical patent/GB859221A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B41/00Special 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.
GB38640/57A 1956-12-19 1957-12-12 Improved method for preparing aromatic aminoazo compounds Expired GB859221A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (6)

* Cited by examiner, † Cited by third party
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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