Patent US4367337A successfully refreshed from Google Patents.
US4367337A
Expired / Lapsed
US
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Process for conversion of benzimidazolones to benzotriazoles
Assignee: PMC Inc
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Filing: 1981-01-05
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Granted: 1983-01-04
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Expires: 2001-01-05
Abstract
Abstract This invention relates to a process for producing triazoles which comprises effecting a mixture in an aqueous medium of at least one benzimidazolone and one or more nitrites and heating the mixture to temperatures ranging up to about 350° C. while maintaining pressures at levels sufficient to keep effective amounts of water present for the reaction.
Inventors
- 👤 Frederick W. Sullivan
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 22:33
CPC Classifications
C; C07; C07D; C07D249/00; C07D249/16; C07D249/18
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
102 words
A process for producing triazoles consisting essentially of mixing in the presence of water reactive amounts of: (a) at least one benzimidazolone having the structure: ##STR3## wherein R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, alkyl, alkoxy, aryl, aroxy, aralkyl, aralkoxy, alkaroxy, and halogen wherein `aryl` or `ar-` is defined as phenyl; and (b) at least one alkali metal nitrite; and heating the aqueous mixture at temperatures ranging from about 100° C. to 350° C. at pressure sufficient to maintain liquid water in the reaction.
Claim 2
Dependent Claim
102 words
A process for producing triazoles consisting essentially of mixing in the presence of water reactive amounts of: (a) at least one benzimidazolone having the structure: ##STR3## wherein R 1 , R 2 , R 3 and R 4 are the same or different and are selected from the group consisting of hydrogen, alkyl, alkoxy, aryl, aroxy, aralkyl, aralkoxy, alkaroxy, and halogen wherein `aryl` or `ar-` is defined as phenyl; and (b) at least one alkali metal nitrite; and heating the aqueous mixture at temperatures ranging from about 100° C. to 350° C. at pressure sufficient to maintain liquid water in the reaction.
Claim 3
Dependent Claim
27 words
The process of claim 1 further characterized in that the pressures are maintained at levels sufficient to have enough liquid water to solubilize the benzimidazolone and nitrite.
Claim 4
Dependent Claim
14 words
The process of claim 1 further characterized in that the nitrite is sodium nitrite.
Claim 5
Dependent Claim
22 words
The process of claim 1 further chracterized in that at least one mole of nitrite is present for each mole of benzimidazolone.
Claim 6
Dependent Claim
24 words
The process of claim 4 further characterized in that between about 1.00 and 1.1 moles of nitrite are present for each mole of benzimidazolone.
Claim 7
Dependent Claim
19 words
The process of claim 1 further characterized in that the pressure ranges above about 70 psi during the reaction.
Claim 8
Dependent Claim
22 words
The process of claim 1 further characterized in that the pressure is between about 70 psi and 1000 psi during the reaction.
Claim 9
Dependent Claim
22 words
The process of claim 1 further characterized in that the temperature of the reaction ranges between about 180° to about 300° C.
Claim 10
Dependent Claim
13 words
The process of claim 1 further characterized in that the benzimidazolone is 2-benzimidazolone.
Claim 11
Dependent Claim
13 words
The process of claim 1 further characterized in that the benzimidazolone is 5-methyl-2-benzimidazolone.
References Cited (Backward Citations)
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US3564001A
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US3732239A
Cited
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US4138568A
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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) | 1986-01-03 | 1986-07-05 | 1987-01-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-03 | 1990-07-05 | 1991-01-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-03 | 1994-07-05 | 1995-01-04 | $7700.00 | Window Closed / Lapsed |