US3723559A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for the production of epoxides containing nitrogen and sulphur
Assignee: Novartis AG
•
Filing: 1971-05-19
•
Granted: 1973-03-27
•
Expires: 1991-05-19
Abstract
Abstract Process for preparing a 1,2-epoxide containing nitrogen and sulphur which comprises: REACTION OF A MONOTHIOL (I) of formula WHERE R is a divalent organic radical and OR1 is a hydroxyl group or ester group, with a substance (II) containing, directly attached to a nitrogen atom, at least one group of formula WHERE X1 is hydrogen or a monovalent organic radical, and X is hydrogen or an alkyl or alkenyl group containing not more than six carbon atoms; WHEN OR1 denotes an ester group, hydrolyzing this group to a hydroxyl group; AND DEHYDROCHLORINATING THE INTERMEDIARY 1,2-CHLOROHYDRIN SO OBTAINED TO THE 1,2-EPOXIDE.
Inventors
- 👤 R Oswald
- 👤 B Stark
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 21:59
CPC Classifications
C; C07; C07D; C07D273/00; C07D273/02; C07D273/04; C07D303/00; C07D303/02; C07D303/34; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/30; C08G59/302
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
38 words
Process according to claim 1, wherein the compound (II) is a urea-formaldehyde condensation product or a urea-formaldehyde condensation product which is partially or fully etherified by alkyl or alkenyl groups each containing not more than six carbon atoms.
Claim 2
Dependent Claim
38 words
Process according to claim 1, wherein the compound (II) is an N-hydroxymethyl cyclic urea or a n-hydroxymethyl cyclic urea which is partially or fully etherified by alkyl or alkenyl groups each containing not more than six carbon atoms.
Claim 3
Dependent Claim
35 words
Process according to claim 11, wherein the compound (II) is an N,N''-bis(hydroxymethyl)-, N,N''-bis(alkoxymethyl)- or N,N''-bis(alkenoxymethyl)-cyclic urea of formula where Y denotes -CH2CH2-, -CH2CH2CH2-, -CH2OCH2-, -COCH2-, and each X has the meaning asigned in claim 1.
Claim 4
Dependent Claim
116 words
Process for preparing a 1,2-epoxide containing nitrogen and sulfur which comprises: a. heating at a temperature within the range of about 130* C to about 150* C a monothiol (I) of formula wherein R denotes a saturated alkylene group which contains at least one and at most ten carbon atoms and which may contain one atom selected from the group consisting of oxygen and sulfur in the alkylene chain and R1 is selected from the class consisting of hydrogen, an ester group of formula X2CO-, and an ester group of formula X2SO2-, where X2 is a member of the group consisting of alkyl, cycloalkyl, aryl, and aralkyl residue, with a melamine-formaldehyde condensation product (II) of formula
Claim 5
Dependent Claim
27 words
Process according to claim 5 wherein the monothiol (I) and the melamine-formaldehyde condensation produce (II) are heated together at from about 50* C to about 125* C.
Claim 6
Dependent Claim
49 words
Process according to claim 5 wherein reaction between the monothiol (I) and the melamine-formaldehyde condensation product (II) is effected in the presence of a catalyst for the reaction of the thiol group of monothiol (I) with the -OX groups of compound (II), which catalyst is a water-soluble strong acid.
Claim 7
Dependent Claim
21 words
Process according to claim 7, wherein the catalyst is selected from the group comprising toluene-p-sulfonic acid, naphthalene-2-sulfonic acid, and hydrogen chloride.
Claim 8
Dependent Claim
30 words
Process according to claim 5, wherein there is used an amount of the monothiol (I) sufficient to supply at least one thiol per group of formula -NCHH2OX in compound (II).
Claim 9
Dependent Claim
9 words
Process according to claim 5, wherein R1 denotes hydrogen.
Claim 10
Dependent Claim
9 words
Process according to claim 5, wherein R denotes -CH2-.
References Cited (Backward Citations)
US3053797A
Cited
US3145207A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-03-26 | 1976-09-25 | 1977-03-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-03-26 | 1980-09-25 | 1981-03-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-03-26 | 1984-09-25 | 1985-03-27 | $7700.00 | Window Closed / Lapsed |