Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Patent
1993-12-23
1995-10-31
Robinson, Allen J.
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
564414, 568763, 568774, 568796, 568805, C07C21150
Patent
active
054631297
ABSTRACT:
The present invention relates to a method of cleaving arylethers such as arylethers represented by the formula: ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.6 alkyl, cycloalkyl, phenyl, substituted phenyl or CH.dbd.CH.sub.2 ; each A is independently NO.sub.2, hydroxy, halo, or methoxy; n is an integer from 0 to 5; and x is 1 or 2, comprising contacting the arylether with an amide hydrohalide salt under conditions sufficient to cleave the ether group(s) of the arylether and form a phenol or substituted phenol. The present invention also relates to a method of preparing 4,6-diaminoresorcinol, which is a monomer used for making polybenzoxazoles (PBO).
REFERENCES:
patent: 4766244 (1988-08-01), Lysenko
patent: 4912246 (1990-03-01), Lysenko et al.
patent: 5072053 (1991-12-01), Blank et al.
"Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen" by Mieczyslaw Makosza et al. listed in The Journal of Organic Chemistry vol. 55, No. 17.COPYRGT.1990 American Society.
"Dealkylation of Activated Alkyl Aryl Ethers Using Lithium Chloride in Dimethylformamide" by Angela M. Bernard et al. listed in Communicats Apr. 1989, pp. 287-289.
"Boron Trihalide-Methyl Sulfide Complexes as Convenient Reagents for Dealkylation of Aryl Ethers" by Paul G. Willard et al. listed in Tetrahedron Letters vol. 21, pp. 3731-3734 .COPYRGT.Pergamon Press Ltd. 1980.
"Preparation of 1,3-dihydroxy-4,6-diaminobenzene and Its Salts" by Kato Kazufumi et al. listed in Chemical Abstracts vol. 113 (1989).
"Preparation of 4,6-dinitroresorcinol from 1,5-dichloro-2,4-dinitrobenzene" by Rauner Wolfram et al listed in Chemical Abstracts vol. 70 (1976).
"Preparation of 1,3-dihydroxy-4,6-diaminobenzene as material for poly(benzbisoxazoles" by Sato Tetsuo et al listed in Chemical Abstracts, vol. 112 (1975).
Lysenko Zenon
Pews Richard G.
Burn Brian M.
Robinson Allen J.
The Dow Chemical Company
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