Claims
- 1. A process of preparing a N-(2-mercaptoethyl)alkanamide comprising reacting by contacting under essentially anhydrous conditions (a) a 2-H-2-oxazoline or a 2-alkyl-2-oxazoline of the formula: ##STR2## in which R is hydrogen or alkyl and R.sub.1 -R.sub.4 are each independently hydrogen, lower alkyl, hydroxy-substituted lower alkyl or phenyl, with (b) hydrogen sulfide.
- 2. The process defined by claim 1 in which the molar ratio of (b):(a) is at least 1.
- 3. The process defined by claim 1 in which the reaction is conducted in an inert organic solvent.
- 4. The process defined by claim 3 in which the inert organic solvent is a lower alkanol of from 1 to 4 carbon atoms.
- 5. The process defined by claim 4 in which the inert organic solvent is methanol.
- 6. The process defined by claim 1 in which the reaction is conducted neat.
- 7. The process defined by claim 1 in which R is alkyl of from 1 to about 18 carbon atoms.
- 8. The process defined by claim 7 in which R.sub.1 and R.sub.2 are hydrogen, methyl, ethyl or hydroxy methyl and R.sub.3 and R.sub.4 are each hydrogen.
- 9. The process defined by claim 8 in which R.sub.1 -R.sub.4 are each hydrogen and R is methyl or ethyl.
- 10. The process defined by claim 1 in which the reaction is conducted at a temperature of from about 20.degree. to about 200.degree. C.
- 11. The process defined by claim 10 in which the reaction temperature is from about 50.degree. to about 150.degree. C.
- 12. The process defined by claim 1 in which the process is conducted neat under autogenous or superatmospheric pressure.
- 13. The process defined by claim 2 wherein (a) is 2-methyl-2-oxazoline or 2-ethyl-2-oxazoline and wherein the reaction is conducted neat or in a methanol solution at a temperature of from about 50.degree. to about 150.degree. C under autogenous or superatmospheric pressure.
- 14. The process defined by claim 1 in which R is hydrogen.
- 15. The process defined by claim 1 which comprises the additional step of hydrolyzing the N-(2-mercaptoethyl)alkanamide with an aqueous protic acid to thereby form a 2-mercaptoethylamine.
CROSS REFERENCE TO RELATED APPLICATION
This is a continuation-in-part of our copending application Ser. No. 589,322, filed June 23, 1975, now abandoned.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
3414620 |
Bresson et al. |
Dec 1968 |
|
Non-Patent Literature Citations (3)
Entry |
Frump Chemical Reviews, 71, (1971), pp. 496-499. |
Goldberg, J. Chem. Soc., 1948, pp. 1919-1926. |
Fry, J. Org. Chem., 15, (1950), pp. 438-447. |
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
589322 |
Jun 1975 |
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