Preparation of bis(aminophenyl) ethers from (N-acetyl)aminopheno

Details Preparation of bis(aminophenyl) ethers from (N-acetyl)aminopheno Preparation of bis(aminophenyl) ethers from (N-acetyl)aminopheno

1982-09-27

1985-11-05

Shaver, Paul F.

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

Organic compounds

Amino nitrogen containing

564221, 564420, 564423, C07C 8500

Patent

active

045515514

ABSTRACT:
Bis(aminophenyl) ethers are prepared by effecting condensation reaction of an (N-acetyl)aminophenol or the corresponding sodium or potassium (N-acetyl)aminophenate with a halonitrobenzene under condensation reaction conditions to form an (N-acetyl)aminophenylnitrophenyl ether and hydrogenating the nitro group thereof under nitro- group hydrogenation conditions to form an (N-acetyl)bis(aminophenyl) ether. The latter compound is hydrolyzed with aqueous mineral acid under acid hydrolysis conditions to form an acidic aqueous dispersion of the bis(aminophenyl) ether product, which can readily be recovered from the disperson. Final bis(aminophenyl) ether products thus prepared are typically of high purity and excellent color properties, i.e., substantially colorless.

REFERENCES:
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Ser. No. 376,478 Merrell and Ellis filed 5-10-1982.
Ikawa, Chemical Abstracts, vol. 53, 21761h-21762c, (1959), "XI, Syntheses of Nitro Amino Diphenyl Ether Derivatives, 2".
Itatani et al., Chemical Abstracts, vol. 87, pp. 483-484, 87: 39093d, (1977), "4,4'-Diaminophenyl Ether".
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