Patent US4237069A successfully refreshed from Google Patents.
US4237069A
Expired / Lapsed
US
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Production of alpha-hydroxy oximes
Assignee: Honeywell International Inc
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Filing: 1979-07-02
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Granted: 1980-12-02
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Expires: 1999-07-02
Abstract
Abstract An alpha-halo-aldehyde is reacted in aqueous media with an hydroxylamine-generating reagent at a pH between about 2 and about 9 to form the corresponding alpha-hydroxy-oxime. The products are useful as stabilizers and as complexing agents and as intermediates to unsaturated oximes, unsaturated nitriles and carbamate-type pesticides.
Inventors
- 👤 Harry E. Ulmer
- 👤 Chempolil T. Mathew
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 14:16
CPC Classifications
C; C07; C07C; C07C249/00; C07C249/04; C07C249/08
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
67 words
A process for producing an alpha-hydroxy-oxime which comprises reacting an alpha-halo-aldehyde of the formula ##STR6## in aqueous media with an hydroxylamine-generating reagent at a pH between about 2 and about 9 to form the corresponding alpha-hydroxy-oxime of the formula ##STR7## with R and R' each being independently H, alkyl, aryl, alkylaryl or any of them substituted with hydroxy, Cl or Br and X being Cl or Br.
Claim 2
Dependent Claim
67 words
A process for producing an alpha-hydroxy-oxime which comprises reacting an alpha-halo-aldehyde of the formula ##STR6## in aqueous media with an hydroxylamine-generating reagent at a pH between about 2 and about 9 to form the corresponding alpha-hydroxy-oxime of the formula ##STR7## with R and R' each being independently H, alkyl, aryl, alkylaryl or any of them substituted with hydroxy, Cl or Br and X being Cl or Br.
Claim 3
Dependent Claim
15 words
The process of claim 1 wherein R and R' are each alkyl of 1-4 carbons.
Claim 4
Dependent Claim
11 words
The process of claim 1 or 2 where X is Cl.
Claim 5
Dependent Claim
12 words
The process of claim 1 where R and R' are each methyl.
Claim 6
Dependent Claim
22 words
The process of claim 1, 2 or 4 where X is Cl and the pH is between about 4 and about 9.
Claim 7
Dependent Claim
20 words
The process of claim 1, 2 or 4 wherein said hydroxylamine generating reagent is a hydroxylamine salt reacted with ammonia.
Claim 8
Dependent Claim
21 words
The process of claim 6 wherein said hydroxylamine salt is selected from the group consisting of hydroxylamine sulfate and hydroxylamine chloride.
Claim 9
Dependent Claim
83 words
A process for producing an alpha-hydroxy-oxime which comprises reacting an aldehyde of the formula ##STR8## with a halogenating agent selected from the group consisting of Cl 2 and Br 2 to form the corresponding alpha-halo-aldehyde and reacting the alpha-halo-aldehyde in aqueous media with an hydroxylamine-generating reagent at a pH between about 2 and about 9 to form the corresponding alpha-hydroxy-oxime of the formula ##STR9## with R and R' each being independently alkyl, aryl, alkylaryl or any of them substituted with Br or Cl.
Claim 10
Dependent Claim
83 words
A process for producing an alpha-hydroxy-oxime which comprises reacting an aldehyde of the formula ##STR8## with a halogenating agent selected from the group consisting of Cl 2 and Br 2 to form the corresponding alpha-halo-aldehyde and reacting the alpha-halo-aldehyde in aqueous media with an hydroxylamine-generating reagent at a pH between about 2 and about 9 to form the corresponding alpha-hydroxy-oxime of the formula ##STR9## with R and R' each being independently alkyl, aryl, alkylaryl or any of them substituted with Br or Cl.
Claim 11
Dependent Claim
15 words
The process of claim 8 wherein R and R' are each alkyl of 1-4 carbons.
Claim 12
Dependent Claim
19 words
The process of claim 8 or 9 wherein said hydroxylamine generating reagent is a hydroxylamine salt reacted with ammonia.
Claim 13
Dependent Claim
21 words
The process of claim 10 wherein said hydroxylamine salt is selected from the group consisting of hydroxylamine hydrochloride and hydroxylamine sulfate.
References Cited (Backward Citations)
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US3931331A
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US4128580A
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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) | 1983-12-02 | 1984-06-02 | 1984-12-02 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-12-02 | 1988-06-02 | 1988-12-02 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-12-02 | 1992-06-02 | 1992-12-02 | $7700.00 | Window Closed / Lapsed |