US4198348A
Expired / Lapsed
US
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Process for the preparation of amines
Assignee: SNIA Viscosa SpA
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Filing: 1978-06-08
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Granted: 1980-04-15
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Expires: 1998-06-08
Abstract
Abstract There is described a process for the preparation of amines of the type RNH 2 , wherein R represents a hydrocarbon radical containing up to 18 carbon atoms, in particular an aliphatic, arylaliphatic, cycloaliphatic or aromatic radical, the said process being characterized by the fact that an amide having the formula RCONH 2 , wherein R has the aforesaid meaning, is reacted, at a pH less than or equal to 7, firstly with gaseous chlorine, in the absence or in the presence of a diluent, and the N-chloroamide thus formed is subsequently reacted with an alkali hydroxide and/or an earth alkali hydroxide.
Inventors
- 👤 Franco Bertini
- 👤 Carlo A. Pauri
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 23:18
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/54; C07C209/58
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
142 words
A process for the preparation of an amine of the formula RNH 2 , wherein R represents a hydrocarbon radical containing up to 18 carbons selected from the group consisting of an aliphatic radical, an arylaliphatic radical, a cycloaliphatic radical and an aromatic radical, said process comprising reacting an amide having the formula RCONH 2 , wherein R has the aforesaid meaning at a pH less than or equal to 7 with gaseous chlorine, in a medium free of alkaline or alkaline earth metal hydroxide to form the corresponding N-chloroamide, isolating the thus formed N-chloroamide and subsequently reacting said N-chloroamide with an alkali hydroxide, an earth alkali hydroxide or a mixture thereof, the molar ratio of the (OH) - groups of said hydroxides to the (CONH) - group of said amide being maintained at a value smaller than or equal to 3:1.
Claim 2
Dependent Claim
142 words
A process for the preparation of an amine of the formula RNH 2 , wherein R represents a hydrocarbon radical containing up to 18 carbons selected from the group consisting of an aliphatic radical, an arylaliphatic radical, a cycloaliphatic radical and an aromatic radical, said process comprising reacting an amide having the formula RCONH 2 , wherein R has the aforesaid meaning at a pH less than or equal to 7 with gaseous chlorine, in a medium free of alkaline or alkaline earth metal hydroxide to form the corresponding N-chloroamide, isolating the thus formed N-chloroamide and subsequently reacting said N-chloroamide with an alkali hydroxide, an earth alkali hydroxide or a mixture thereof, the molar ratio of the (OH) - groups of said hydroxides to the (CONH) - group of said amide being maintained at a value smaller than or equal to 3:1.
Claim 3
Dependent Claim
14 words
Process according to claim 1, wherein R represents an alkyl, cycloalkyl or phenyl radical.
Claim 4
Dependent Claim
14 words
Process according to claim 2, wherein R represents an octyl, cyclohexyl or phenyl radical.
Claim 5
Dependent Claim
24 words
Process according to claim 1, wherein the chlorination of the amide RCONH 2 is effected at a temperature of between -20° and +80° C.
Claim 6
Dependent Claim
19 words
Process according to claim 4, wherein said chlorination is effected at a temperature of between +10° and +20° C.
Claim 7
Dependent Claim
17 words
Process according to claim 1, wherein the chlorination of the amide RCONH 2 is effected under pressure.
Claim 8
Dependent Claim
32 words
Process according to claim 1 wherein the reaction of the amide with chlorine is carried out in a diluent selected from the group consisting of water, chloroform, carbontetrachloride, trieline and mixtures thereof.
Claim 9
Dependent Claim
14 words
Process according to claim 1, wherein sodium hydroxide is used as an alkali hydroxide.
Claim 10
Dependent Claim
16 words
Process according to claim 1, wherein calcium or barium hydroxide is used as an earth-alkali hydroxide.
Claim 11
Dependent Claim
18 words
Process according to claim 1, wherein the N-chloroamide is reacted with a mixture of sodium and calcium hydroxide.
Claim 12
Dependent Claim
31 words
Process according to claim 1 wherein the reaction between the N-chloroamide and the alkali hydroxide, earth-alkali hydroxide or mixture thereof is effected at a temperature of between 0° and 100° C.
Claim 13
Dependent Claim
19 words
Process according to claim 11, wherein said reaction is effected at a temperature of between 0° and 80° C.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1983-04-15 | 1983-10-15 | 1984-04-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-15 | 1987-10-15 | 1988-04-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-15 | 1991-10-15 | 1992-04-15 | $7700.00 | Window Closed / Lapsed |