Process for the preparation of mercaptomethylphenols

Details Process for the preparation of mercaptomethylphenols Process for the preparation of mercaptomethylphenols

1987-12-15

1989-10-17

Shippen, Michael L.

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

Organic compounds

Carboxylic acid esters

560 10, 564154, 564162, 568 48, 568 50, 568 51, 568 52, C07C14936, C07C14970, C07C14941

Patent

active

048748854

ABSTRACT:
There is disclosed a process for the preparation of compounds of formula I or II ##STR1## from phenols by reaction with formaldehyde and mercaptans in the presence of mono-, di- or trimethylamine or mono- or diethylamine.
The symbols R.sub.1 is alkyl, hydroxy or alkoxycarbonyl substituted alkyl; alkyl; aryl, cycloalkyl or aralkyl, R.sub.2 is hydrogen, alkyl, alkenyl or halogen, R.sub.3 and R.sub.4 are independently alkyl, allyl, cycloalkyl, phenyl, benzyl, halogen or --CH.sub.2 --S--R.sub.1, Z.sub.1 is --S-- or alkylene, and Z.sub.2 is hydrogen, alkyl or --CH.sub.2 --S--R.sub.1.
The mercaptomethylphenols are valuable antioxidants for plastics, elastomers, mineral oils and synthetic lubricants.

REFERENCES:
patent: 2417118 (1947-03-01), McCleary
patent: 3553270 (1971-01-01), Wollensak
patent: 4304940 (1981-12-01), Wedemeyer
patent: 4741846 (1988-05-01), Evans
Roberts, "Basic Principles of Organic Chemistry", pp. 641-652, (1964).
F. Poppelsdorf et al., J. Chem., Soc. 1954, 1124.

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