Process for the preparation of amino-1,3-benzenediol

Details Process for the preparation of amino-1,3-benzenediol Process for the preparation of amino-1,3-benzenediol

1988-12-27

1991-01-01

Raymond, Richard L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

558269, 568706, 568711, C07C21302, C07C21580, C07C20108, C07C20500

Patent

active

049820010

ABSTRACT:
High purity amino-1,3-benzenediols are prepared by (a) contacting a 1,3-bis(alkylcarbonato)benzene with a nitrating agent under reaction conditions such that a 1,3-bis(alkylcarbonato)nitrobenzene is formed, (b) contacting the 1,3-bis(alkylcarbonato)nitrobenzene with a hydrolyzing agent under conditions such that a nitro-1,3-benzenediol is produced, and (c) contacting the nitro-1,3-benzenediol with a reducing agent under conditions such that an amino-1,3-benzenediol is produced. Of the amino-1,3-benzenediols, 4,6-diamino-1,3-benzenediol is particularly useful in the preparation of high molecular weight polybenzoxazoles.

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Meyers et al., "Progress Toward the Total Synthesis of Maytansinoids, etc.", Tetrahedron Letters, No. 16, pp. 1375-1378, (1978).

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