Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
2000-02-10
2000-10-24
Barts, Samuel
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
564395, 564407, C07C20758
Patent
active
06137010&
ABSTRACT:
This invention relates to a process for preparing 4-nitrodiphenylamine and 4-nitrosodiphenylamine to be used for 4-aminodiphenylamine as an intermediate of antiozonant, wherein carbanilide is reacted with nitrobenzene in the presence of an appropriate base, while simultaneously adding aniline to the mixture so as to regenerate some amounts of carbanilide as a starting material.
According to this invention, 4-nitrodiphenylamine and 4-nitrosodiphenylamine can be prepared in a higher selectivity and conversion rate via a continuous reaction by recycling carbanilide, a starting material, while adding a certain amount of aniline during the process. Further, the amount of waste water can be significantly reduced compared to the conventional method without any corrosive materials harmful to the environment.
REFERENCES:
patent: 5117063 (1992-05-01), Stern et al.
patent: 5453541 (1995-09-01), Stern et al.
patent: 5608111 (1997-03-01), Stern et al.
patent: 5623088 (1997-04-01), Stern et al.
patent: 5684203 (1997-11-01), Jautelat
Stern et al., "Animation of Nitrobenzene via Nucleophilic Aromatic Substitution for Hydrogen: Direct Formulation of Aromatic Amide Bonds", J. Org. Chem, 1993, 58, 68883-6888.
Ayyangar et al., "A Novel Reaction of Acetanilide With Nitrobenzene In DMSO--An Unusual Solvent Assisted Regioselective Aromatic Nucleophilic Substitution", Tetrahedron Letters, vol. 31, No. 22, p. 3217-3220 (1990).
Ayyangar et al., "A Novel Synthesis Of Unsymmetrical Azo Aromatics Inaccessible By Diazo-Coupling Reaction", Tetrahedron Letters, vol. 30, No. 51, p. 7253-7256 (1989).
Stern et al., "Direct Coupling of Aniline and Nitrobenzene: A New Example of Nucleophillic Aromatic Substitution for Hydrogen", J. Am. Chem. Soc., 1992, 114, 9237-9238.
Hwang Kum Ui
Joo Young J.
Kim Jin Eok
Won Jeong Im
Barts Samuel
Korea Kumho Petrochemical Co. Ltd.
LandOfFree
Method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenyla does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenyla, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for preparing 4-nitrodiphenylamine and 4-nitrosodiphenyla will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1965581