US4898978A
Expired / Lapsed
US
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Process for the preparation of N,N'-disubstituted guanidines
Assignee: Akzo NV
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Filing: 1986-01-17
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Granted: 1990-02-06
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Expires: 2006-01-17
Abstract
Abstract A process for the preparation of aromatic N,N'-disubstituted guanidines is described in which the corresponding aromatic N,N'-disubstituted thioureas are reacted with ammonia and oxygen or with an oxygen-containing gas, in the presence of a solvent and elements acting as catalysts having atomic numbers 21 through 30 in the Periodic Table or the lanthanides or the salts, oxides or complexes thereof.
Inventors
- 👤 Manfred Bergfeld
- 👤 Ludwig Eisenhuth
- 👤 Hans Zengel
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 09:22
CPC Classifications
C; C07; C07C; C07C277/00; C07C277/08
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
87 words
A process for the preparation of an N,N'-disubstituted guanidine having the formula: ##STR6## wherein R 1 and R 2 may be the same or different and represent an unsubstituted or a mono- or polysubstituted aromatic group, said process comprising reacting a corresponding N,N'-disubstituted thiourea with ammonia and oxygen or an oxygen-containing gas, in the presence of a solvent and at least one catalyst selected from the group consisting of elements with atomic numbers 21 through 30 in the Periodic Table, lanthanides, and salts, oxides, and complexes thereof.
Claim 2
Dependent Claim
87 words
A process for the preparation of an N,N'-disubstituted guanidine having the formula: ##STR6## wherein R 1 and R 2 may be the same or different and represent an unsubstituted or a mono- or polysubstituted aromatic group, said process comprising reacting a corresponding N,N'-disubstituted thiourea with ammonia and oxygen or an oxygen-containing gas, in the presence of a solvent and at least one catalyst selected from the group consisting of elements with atomic numbers 21 through 30 in the Periodic Table, lanthanides, and salts, oxides, and complexes thereof.
Claim 3
Dependent Claim
63 words
The process of claim 1, wherein R 1 and R 2 represent an unsubstituted or mono- or polysubstituted phenyl group or naphthyl group, having substituent members selected from the group consisting of an alkyl group or alkoxy group having 1 to 6 carbon atoms, a cycloalkyl group, a phenyl group, a phenylether group, a benzyl group, a nitro group and a chlorine atom.
Claim 4
Dependent Claim
17 words
The process of claim 2, wherein R 1 and R 2 are a phenyl or o-tolyl group.
Claim 5
Dependent Claim
18 words
The process of claim 1, wherein at least 2 moles of ammonia are used per mole of thiourea.
Claim 6
Dependent Claim
20 words
The process of claim 1, wherein at least one of water and an organic solvent is used as a solvent.
Claim 7
Dependent Claim
16 words
The process of claim 5, wherein at least one alcohol is used as said organic solvent.
Claim 8
Dependent Claim
14 words
The process of claim 6, wherein said alcohol has 1 to 4 carbon atoms.
Claim 9
Dependent Claim
34 words
The process of claim 1, wherein at least one of copper and manganese is used as said catalyst in a form selected from the group consisting of elemental form and salts, oxides, and complexes.
Claim 10
Dependent Claim
22 words
The process of claim 1, wherin the catalyst is present in an amount of at least 0.01 mmol per mole of thiourea.
Claim 11
Dependent Claim
19 words
The process of claim 1, wherein said process is carried out at a temperature of 20° to 100° C.
Claim 12
Dependent Claim
21 words
The process of claim 1, wherein the process is carried out under a partial oxygen pressure of 0.1 to 10 bar.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-02-05 | 1993-08-07 | 1994-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-02-05 | 1997-08-07 | 1998-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-02-05 | 2001-08-07 | 2002-02-06 | $7700.00 | Window Closed / Lapsed |