Process for the preparation of 3-(N-Aryl-amino)-propyl-2'-sulfat

Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent

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C07D41312

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057771111

ABSTRACT:
A compound of the formula (2a) ##STR1## in which Ar.sup.1 is 2-sulfophenyl, 3-sulfophenyl, 4-sulfophenyl, 2,5-disulfophenyl, 3-sulfo-4-aminophenyl, 4-sulfo-3-aminophenyl, 3-methoxy-5-sulfophenyl, 3-sulfo-4-methylphenyl, 3-sulfo-4-methoxyphenyl, 2,5-disulfo-4-methylphenyl, 2,5-disulfo-4-methoxyphenyl, 2,5-disulfo-4-aminophenyl, 5,7-disulfo-naphth-2-yl, 4,8-disulfo-naphth-2-yl, 3,6,8-trisulfo-napth-2-yl, 4,6,8-trisulfo-naphth-2-yl, 8-sulfonaphth-1-yl, 6-sulfo-naphth-1-yl or 7-sulfo-naphth-1-yl.

REFERENCES:
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patent: 5416234 (1995-05-01), Meier et al.
R.J. Stoffel et al, "The preparation of 2-imidazolones. A novel ring closure of propynlureas with phosphorus pentachloride", Journal of Organic Chemistry Bd, 27. pp. 3079-3083 (1962).
J.S. Pierce et al, "Tetrahydro-1,3,2-oxazones and substituted gamma-amino propanols", Journal of the American Chemical Society, Bd. 45, pp. 790-795 (1923).
Dox, A. W., et al, "Gamma-Chloropropyl Urethans and a Synthesis of the 1,3-Oxazine Ring" J. Am. Chem. Soc. 45: 723-727 (1923).
Fancher, L. W., et al., "Anomalous Ring Opening of N-Aryl-2-Oxazolidinones By Anhydrous Alkoxide: A Convenient Preparation of N-(Alkoxyethyl)-2,6-Disubstituted Anilines" Tetrahedron Letters 29: 5095-5098 (1988).
Huang, Y., et al., "X-ray and .sup.1 H NMR Studies of the Conformational Equilibria of 2-Z-3-Phenyl-1,3,2-oxazaphosphorinanes. Steric and Stereoelectronic Influences on the Unexpected Axial Preferences of Me.sub.2 N and MeNH Substituents on Three-Coordinate Phosphorus" J. Org. Chem. 58: 6235-6246 (1993).

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