Process for the synthesis of 2,5-Dihydroxyterephthalic acid

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C562S400000, C562S412000

Reexamination Certificate

active

07576237

ABSTRACT:
2,5-dihydroxyterephthalic acid is produced in high yields and high purity from 2,5-dihaloterephthalic acid by contact with a copper source and a ligand that coordinates to copper under basic conditions.

REFERENCES:
patent: 3047536 (1962-07-01), Gordon
patent: 3227680 (1966-01-01), Tamblyn et al.
patent: 3894079 (1975-07-01), Knobloch
patent: 3932542 (1976-01-01), Gerns
patent: 4030933 (1977-06-01), Conciatori
patent: 5674969 (1997-10-01), Sikkema et al.
patent: 5703264 (1997-12-01), Yoshida
patent: 5703274 (1997-12-01), Gelmont
patent: 6245929 (2001-06-01), Soloveichik
patent: 265244 (1968-10-01), None
patent: 265244 (1964-10-01), None
patent: 1812703 (1969-08-01), None
patent: 1238224 (1971-07-01), None
patent: 112706 (1998-04-01), None
patent: WO 2006/0104974 (2006-10-01), None
patent: WO 2006/104974 (2006-10-01), None
T.Singh, S.N.Bedi, Di-xanthones, Part I. Chromono-2′:3′-2:3-xanthone, Jour.Indian Chem.Soc., 1957, vol. 34, No. 4, pp. 321-323.
I. Rusonik, H.Cohen, D.Meyerstein, Cu(I)(2,5,8,11-tetramethyl-2,5,8,11-tetraazadodecane) as a catalyst for Ullman's reaction, Dalton Transactions, 2003, 10, pp. 2024-2028.
U.S. Appl. No. 60/665,737, filed Mar. 28, 2005, Steven R. Allen et al.
Adolf Marzin, 2,5-Dibromotoluic Acid, Journal Fuer Praktische Chemie, 1933, pp. 103-106.
Tara Singh Et. Al., Di-Xanthones. Part I, Chromono-2′:3′-2:3-Xanthone, Jour. Indian Chem. Soc., 1957, vol. 34:321-323.
Irena Rusonik Et. AL., Cu(I)(2,5,8,11-Tetraazadodecane)+ As a Catalyst for Ullmann's Reaction, Dalton Transactions, pp. 2024-2028, 2003.
Rolando F. Pellon Comdom Et. Al., Synthesis of Salicyclic Acid Derivatives from the Corresponding 2-Chlorobenzoic Acid Using Water As Solvent, Synthetic Communications, 2002, vol. 32:2055-2059.
J. E. McIntyre Et. Al., The Oxidation of Alkylaromatic Compounds in Aqueous Hydrogen Bromide., Journal of the Chemical Society, Abstracts, 1961, pp. 4082-4085.
F. F. Shcherbina Et. Al., Liquid-Phase Oxidation of 2,5-Dichloro-P-Xylene, Zhurnal Prikladnoi Khimii, Sankt-Peterburg, Russian Federation, 1990, vol. 63:467-470.
Robert J. Perry Et. Al., Snythesis of Polyimides Via the Palladium-Catalyzed Carbonylation of Bis(O-Iodo Esters) and Diamines, Macromolecules, 1995, vol. 28:3509-3515.
Kevin W. Anderson et al, The Selective Reaction of Aryl Halides with KOH: Synthesis of Phenols, Aromatic Ethers, and Benzofurans; J. Am. Chem. Soc. 2006, 128, 10694-10695, American Chemical Society, New York NY.
M. Lammers et al, Mechanical Properties and Structural Transistors in the New Rigid-Rod Polymer Fibre PIPD (“M5”) During the Manufacturing Process, Polymer, vol. 39, No. 24, 1998, 5999-6005, Elsevier, New York NY.
Doetze J. Sikkema, Design, Synthesis and Properties of a Novel Rigid Rod Polymer, PIPD or “M5”: High Modulus and Tenacity Fibres with Substantial Compressive Strength, Polymer, vol. 39, No. 24, 1998, pp. 5981-5986, Elsevier, New York, NY.
Doetze J. Sikkema, Manmade Fibers One Hundred Years: Polymers and Polymer Design, Journal of Applied Polymer Science, vol. 83, 484-488, 2002, John Wiley & Sons, Inc., New York NY.
Christau et al., “Mild Conditions for Copper-Catalysed N-Arylation of Pyrazoles”, Eur. J. Org. Chem., 2004, pp. 695-709.
PCT International Search Report and Written Opinion for International Application No. PCT/US2007/024471 dated Nov. 11, 2008.
U.S. Appl. No. 11/604,936, Ritter.
U.S. Appl. No. 11/604,937, Ritter.
U.S. Appl. No. 11/604,938, Ritter.
U.S. Appl. No. 11/604,935, Ritter.
U.S. Appl. No. 11/604,940, Ritter.
U.S. Appl. No. 11/604,941, Ritter.
U.S. Appl. No. 11/604,942, Ritter.
Tara Singh Et. Al., Di-Xanthones. Part I. Chromono-2′:3′-2:3-Xanthone, Jour. Indian Chem. Soc., 1957, vol. 34:321-323.
Irena Rusonik Et. Al., Cu(I)(2,5,8,11-Tetramethyl-2,5,8,11-Tetraazadodecane)+ As a Catalyst for Ullmann's Reaction, Dalton Transactions, pp. 2024-2028, 2003.
Rolando F. Pellon Comdom Et. Al., Synthesis of Salicyclic Acid Derivatives From the Corresponding 2-Chlorobenzoic Acid Using Water As Solvent, Synthetic Communications, 2002, vol. 32:2055-2059.
J. E. McIntyree Et. Al., The Oxidation of Alkylaromatic Compounds in Aqueous Hydrogen Bromide., Journal of the Chemical Society, Abstracts, 1961, pp. 4082-4085.
Robert J. Perry Et. Al., Synthesis of Polymides Via the Palladium-Catalyzed Carbonylation of Bis(O-Iodo Esters) and Diamines, Macromolecules. 1995, vol. 28:3509-3515.
Magal Saphier Et. Al., Copper(I) As a Homogeneous Catalyst for the Ullmann Reaction in Aqueous Solutions—The Transformation of 2-Bromobenzoate Into Salicylate.
Mark Gelmont Et. Al., A New Route for the Preparation of 5-Hydroxyisophthalic Acid, Organic Process Research & Development, 2002, vol. 6:591-596.
Yoel Sasson Et. Al., Liquid-Phase Oxidation of Deactivated Methylbenzenes by Aqueous Sodium Hypochlorite Catalyzed by Ruthenium Salts Under Phase-Transfer, Journal of Organic Chemistry, 1986, vol. 51:2880-2883.
Ruggli and Brandt, A New Linear Benzodipicoline, 2,6-Dimethyl-1,5-anthrazoline, 51stCommunication Concerning Nitrogen Heterocycles, Basel University Institute for Organic Chemistry, Basel, Switzerland, Jan. 6, 1944.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Process for the synthesis of 2,5-Dihydroxyterephthalic acid does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for the synthesis of 2,5-Dihydroxyterephthalic acid, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the synthesis of 2,5-Dihydroxyterephthalic acid will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4103390

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.