US3943134A
Expired / Lapsed
US
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Process for preparing acetonin
Assignee: Sankyo Co Ltd
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Filing: 1974-10-18
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Granted: 1976-03-09
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Expires: 1994-10-18
Abstract
Abstract 2,2,4,4,6-Pentamethyl-2,3,4,5-tetrahydropyrimidine, called acetonin, is prepared by reacting acetone with ammonia in the presence of an ammonium halide catalyst and in the presence of from 0.01 to 0.5 mole % (based on acetone) of a promoter selected from the group consisting of: bromine; iodine; iodine trichloride; alkali metal iodides; lithium rhodanide, bromide, nitrate and cyanide; ammonium iodide, rhodanide, bromide, nitrate and sulfide; ammonium salts of carboxylic acids and of sulfonic acids; salts of nitrogen-containing organic bases with carboxylic acids and with sulfonic acids; aliphatic amine hydroiodides; carboxylic acids; and sulfonic acids.
Inventors
- 👤 Shigeo Kajiyama
- 👤 Takamitsu Kobayashi
- 👤 Keiro Yoshizue
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 04:21
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/06
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
105 words
A process for the preparation of acetonin by reacting acetone with ammonia in the presence of an ammonium halide catalyst and in the additional presence of from 0.01 to 0.5 mole & based on the acetone of a promoter different from said catalyst and selected from the group consisting of bromine, iodine, iodine trichloride, ammonium iodide, alkali metal iodides, hydroiodides of aliphatic amines having from 1 to 12 carbon atoms, ammonium sulfide, ammonium rhodanide, ammonium bromide, ammonium nitrate, lithium cyanide, lithium rhodanide, lithium bromide, lithium nitrate, haloacetic acids, methanesulfonic acid, benzenesulfonic acid, p-toluensulfonic acid, ammonium formate, ammonium halocacetates, ammonium methanesulfonate, ammonium benzenesulfonate and ammonium p-toluenesulfonate.
Claim 2
Dependent Claim
105 words
A process for the preparation of acetonin by reacting acetone with ammonia in the presence of an ammonium halide catalyst and in the additional presence of from 0.01 to 0.5 mole & based on the acetone of a promoter different from said catalyst and selected from the group consisting of bromine, iodine, iodine trichloride, ammonium iodide, alkali metal iodides, hydroiodides of aliphatic amines having from 1 to 12 carbon atoms, ammonium sulfide, ammonium rhodanide, ammonium bromide, ammonium nitrate, lithium cyanide, lithium rhodanide, lithium bromide, lithium nitrate, haloacetic acids, methanesulfonic acid, benzenesulfonic acid, p-toluensulfonic acid, ammonium formate, ammonium halocacetates, ammonium methanesulfonate, ammonium benzenesulfonate and ammonium p-toluenesulfonate.
Claim 3
Dependent Claim
41 words
A process as claimed in claim 1, wherein said promoter is selected from the group consisting of iodine, iodine trichloride, ammonium iodide, sodium iodide, potassium iodide, lithium iodide, triethylamine hydroiodide, lithium rhodanide, ammonium rhodanide, lithium bromide, ammonium bromide and ammonium sulfide.
Claim 4
Dependent Claim
23 words
A process as claimed in claim 1, wherein said promoter is selected from the group consisting of iodine, sodium iodide and potassium iodide.
Claim 5
Dependent Claim
22 words
A process as claimed in claim 1, wherein said promoter is employed in an amount of from 0.1 to 0.4 mole %.
Claim 6
Dependent Claim
18 words
A process as claimed in claim 1, wherein said catalyst is ammonium chloride, ammonium bromide or ammonium iodide.
Claim 7
Dependent Claim
22 words
A process as claimed in claim 5, wherein said catalyst is employed in an amount of from 1 to 50 mole %.
Claim 8
Dependent Claim
16 words
A process as claimed in claim 1, effected at a temperature of from 20° to 35°C.
Claim 9
Dependent Claim
22 words
A process as claimed in claim 1, wherein said acetonin is recovered from the reaction mixture in the form of acetonin monohydrate.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-03-09 | 1979-09-08 | 1980-03-09 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-03-09 | 1983-09-08 | 1984-03-09 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-03-09 | 1987-09-08 | 1988-03-09 | $7700.00 | Window Closed / Lapsed |