US3905968A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of 1,2-dichloro-3-amino propane derivatives
Assignee: Sandoz AG
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Filing: 1973-04-20
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Granted: 1975-09-16
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Expires: 1993-04-20
Abstract
Abstract The present invention concerns a novel process for the production of 1,2-dichloro-3-amino-propane derivatives of the formula, WHEREIN R1 and R2 are each alkyl or, together with the nitrogen atom to which they are bound, form a heterocyclic ring, WHICH DERIVATIVES ARE USEFUL AS INTERMEDIATES IN THE PRODUCTION OF INTER ALIA USEFUL INSECTICIDES.
Inventors
- 👤 Rupert Schneider
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 21:29
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/06; C07D295/067; C07C; C07C211/00; C07C211/01; C07C211/20; C07C211/24
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
126 words
THE PROCESS FOR PRODUCING A 1,2-DICHLORO-3-AMINO-PRO PANE DERIVATIVE IN HYDROCHLORIDE ACID ADDITION SALT FORM AND OF THE FORMULA: R1-N(-R2)-CH2-CH(-CL)-CH2-CL . HCL WHEREIN EACH OF R1 AND R2 IS INDEPENDENTLY ALKYL OF ONE TO FOUR CARBON ATOMS OR WHEN TAKEN TOGETHER WITH THE NITROGEN ATOM TO WHICH THEY ARE BOUND FORM A FIVE OR SIX MEMBERED HETEROCYCLIC RING, WHICH PROCESS COMPRISES REACTING A 1CHLORO-2-HYDROXY-3-AMINO-PROPANE DERIVATIVE OF THE FORMULA: R1-N(-R2)-CH2-CH(-OH)-CH2-CL WHEREIN R1 AND R2 ARE AS DEFINED ABOVE, WITH THIONYL CHLORIDE AT A TEMPERATURE BELOW 25*C. IN AN INERT SOLVENT FOR A TIME SUFFICIENT TO OBTAIN A PRECIPITATE OF A FIRST REACTION PRODUCT, AND HEATING SAID PRECIPATATE IN AN INERT SOLVENT AT A TEMPERATURE TURE SUFFICIENT TO DECOMPOSE SAID PRECIPITATE BUT BELOW 85*C. TO OBTAIN SAID 1,2-DICHLORO-3-AMINO-PROPANE DERIVATIVE.
Claim 2
Dependent Claim
126 words
THE PROCESS FOR PRODUCING A 1,2-DICHLORO-3-AMINO-PRO PANE DERIVATIVE IN HYDROCHLORIDE ACID ADDITION SALT FORM AND OF THE FORMULA: R1-N(-R2)-CH2-CH(-CL)-CH2-CL . HCL WHEREIN EACH OF R1 AND R2 IS INDEPENDENTLY ALKYL OF ONE TO FOUR CARBON ATOMS OR WHEN TAKEN TOGETHER WITH THE NITROGEN ATOM TO WHICH THEY ARE BOUND FORM A FIVE OR SIX MEMBERED HETEROCYCLIC RING, WHICH PROCESS COMPRISES REACTING A 1CHLORO-2-HYDROXY-3-AMINO-PROPANE DERIVATIVE OF THE FORMULA: R1-N(-R2)-CH2-CH(-OH)-CH2-CL WHEREIN R1 AND R2 ARE AS DEFINED ABOVE, WITH THIONYL CHLORIDE AT A TEMPERATURE BELOW 25*C. IN AN INERT SOLVENT FOR A TIME SUFFICIENT TO OBTAIN A PRECIPITATE OF A FIRST REACTION PRODUCT, AND HEATING SAID PRECIPATATE IN AN INERT SOLVENT AT A TEMPERATURE TURE SUFFICIENT TO DECOMPOSE SAID PRECIPITATE BUT BELOW 85*C. TO OBTAIN SAID 1,2-DICHLORO-3-AMINO-PROPANE DERIVATIVE.
Claim 3
Dependent Claim
17 words
The process of claim 1 wherein the precipitate is heated to a temperature between 70 and 80*C.
Claim 4
Dependent Claim
45 words
The process of claim 1 wherein R1 and R2 are the same or different and are each alkyl of one to four carbon atoms, or both of R1 and R2 together with the nitrogen atom to which they are bound, are morpholino, piperidino or pyrrolidino.
Claim 5
Dependent Claim
20 words
The process of claim 1 in which the inert solvent is selected from the group consisting of acetonitrile and chloroform.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-15 | 1979-03-17 | 1979-09-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-15 | 1983-03-17 | 1983-09-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-15 | 1987-03-17 | 1987-09-16 | $7700.00 | Window Closed / Lapsed |