Process for phenol alkylthiolation and its application to the sy

Details Process for phenol alkylthiolation and its application to the sy Process for phenol alkylthiolation and its application to the sy

1990-11-05

1992-05-12

Cintins, Marianne

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

Organic compounds

Sulfur containing

568319, 568 43, C07C31912, C07C 4541

Patent

active

051130190

ABSTRACT:
The invention relates to the preparation of alkylthiophenols by reaction of a dialkyl disulphide with a phenol.
In the process according to the invention, the reaction is carried out in the presence of aluminum chloride or of ferric chloride in a solvent of the alkylbenzene type or, soley in the case of methylthiolation, in an excess of dimethyl disulphide.
This process makes it possible, in particular to obtain, with a selectivity and in a yield which are excellent, 2-alkylthiophenols which may then be converted into 4-acyl-2-alkylthiophenols by means of a reaction at a temperature ranging from 40.degree. to 100.degree. C. with a complex BF.sub.3 :2RCOOH where R denotes an alkyl or propenyl radical, in a proportion of 10 to 15 moles of complex per mole of 2-alkylthiophenol.

REFERENCES:
patent: 2923743 (1960-02-01), Delfs et al.
patent: 4124722 (1978-11-01), Archer
patent: 4208426 (1980-06-01), Minami et al.
patent: 4324920 (1982-04-01), McKinnie et al.
patent: 4327224 (1982-04-01), Archer
patent: 4374149 (1983-02-01), Philion
Houben-Weyl-Methoden Der Organischen Chemie tome VII/2A, partie 1, 1973 Georg Thieme Verlag, 289-296.
"Compounds with Potential Activity Against Lethal Radiations III Boron Trifluoridecatalyzed Synthesid of Hydroxy Aryl Ketones", Buthol and Seailles, Jr. Dept. of Organic Chemistry, Radivm Institute, Univ. of Paris, pp. 606-609 (May 1955).
"Alkylmercaptophenols by Sulfenylation of Phenols", Farah and Gilbert, Allied Chemical Corp., pp. 2807-2809 (Oct. 1963).
"The Introduction of n-Alkyl Groups into Phenols and Hydroquinones", E. Armstrong et al., J. Amer. Chem. Soc., vol. 82, pp. 1928-1935 (1960).

Affiliated with

Also associated with

Rating

Process for phenol alkylthiolation and its application to the sy does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Process for phenol alkylthiolation and its application to the sy, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for phenol alkylthiolation and its application to the sy will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-2426576