Process for making beta-aminoethyl sulfides from aliphatic mercaptans and 2-oxazolines
US4086273A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 14, 1976 |
| Grant date | Apr 25, 1978 |
| Priority date | — |
| Expiry date | Apr 14, 1996 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C319/14
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The title compounds are prepared by: PA0 Step 1: Reacting by contacting in liquid phase (a) an aliphatic mercaptan with (b) a 2-oxazoline in the presence of (c) a small but sufficient amount of at least one transition metal salt to catalyze the reaction between (a) and (b), thereby forming an alkanamidoethyl sulfide derivative of the aliphatic mercaptan, and PA0 Step 2: Contacting the alkanamidoethyl sulfide derivative from Step 1 with an aqueous protic acid (e.g., HCl). The transition metal salt catalysts are salts of the transition metals in groups 1b, 2b, 6b, 7b and 8, and rows 4 and 5 of the Periodic Table of the Elements, inclusive. As an example, the compound n--C.sub.8 H.sub.17 --S--CH.sub.2 CH.sub.2 --NH--C(O)--C.sub.2 H.sub.5 (I) was prepared in excellent yields by reacting n-octylmercaptan with 2-ethyl-2-oxazoline in the presence of a catalytic amount of hydrated cadmium chloride at a temperature of approximately 200.degree. C and a reaction time of one hour. The compound n--C.sub.8 H.sub.17 --S--CH.sub.2 CH.sub.2 --NH.sub.2 (II) was prepared from (I) by contacting (I) with aqueous HCl.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.