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US3853942A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for the manufacture of cyclopropa-necarbonitrile

Assignee: Novartis Corp
•
Filing: 1973-09-13
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Granted: 1974-12-10
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Expires: 1993-09-13
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Abstract

Abstract An improved process for the preparation of cyclopropanecarbonitrile which comprises reacting, at elevated temperatures, halobutyronitrile with an alkali alkoxide in an inert solvent and removing the alcohol formed, said cyclopropanecarbonitrile being useful as an intermediate in the preparation of agricultural, pharmaceutical and fine chemicals.

Inventors

  • 👤 Y Sury
  • 👤 H Grace

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 01:27
CPC Classifications
C; C07; C07C; C07C255/00; C07C253/00; C07C253/14

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 97 words
IN THE PROCESS OF PREPARING CYCLOPROPANECaRBONITRILE COMPRISING THE STEPS OF REACTING, IN A DRIED INERT ORGANIC SOLVENT AT ELEVATED TEMPERATURES, 4-HALOBUTYRONITRILE AND A BASIC CYCLIZATION AGENT, AND RECOVERING THE CYCLOPROPANECARBONITRILE PRODUCT, THE IMPROVEMENT WHICH COMPRISES REACTING UNDER REFLUXING CONDITION 4-CHLOROBUTYRONITRILE OR 4BORMOBUTYRONITRILE WITH AN ALKALI ALKOXIDE IN WHICH THE ALKYL MOIETY HAS FROM 1 TO 4 CARBON ATOMS, THE MOLAR RATIO OF THE NITRILE TO THE ALKOXIDE RANGING FROM STOICHIOMETRIC EQUIVALENCY TO ABOUT 10% MOLAR EXCESS OF ALKOXIDE, TO OBTAIN THE CYCLOPROPANECARBONITRILE PRODUCT AND AN ALCOHOL BYPRODUCT, AND REMOVING THE ALCOHOL BY-PRODUCT SUBSTANTIALLY SIMULTANEOUSLY WITH ITS FORMATION.
Claim 2
Dependent Claim 97 words
IN THE PROCESS OF PREPARING CYCLOPROPANECaRBONITRILE COMPRISING THE STEPS OF REACTING, IN A DRIED INERT ORGANIC SOLVENT AT ELEVATED TEMPERATURES, 4-HALOBUTYRONITRILE AND A BASIC CYCLIZATION AGENT, AND RECOVERING THE CYCLOPROPANECARBONITRILE PRODUCT, THE IMPROVEMENT WHICH COMPRISES REACTING UNDER REFLUXING CONDITION 4-CHLOROBUTYRONITRILE OR 4BORMOBUTYRONITRILE WITH AN ALKALI ALKOXIDE IN WHICH THE ALKYL MOIETY HAS FROM 1 TO 4 CARBON ATOMS, THE MOLAR RATIO OF THE NITRILE TO THE ALKOXIDE RANGING FROM STOICHIOMETRIC EQUIVALENCY TO ABOUT 10% MOLAR EXCESS OF ALKOXIDE, TO OBTAIN THE CYCLOPROPANECARBONITRILE PRODUCT AND AN ALCOHOL BYPRODUCT, AND REMOVING THE ALCOHOL BY-PRODUCT SUBSTANTIALLY SIMULTANEOUSLY WITH ITS FORMATION.
Claim 3
Dependent Claim 25 words
The process of claim 1, wherein said alkali alkoxide is selected from the group consisting of sodium and potassium methoxides, ethoxides, isopropoxides and tertiary butoxides.
Claim 4
Dependent Claim 21 words
The process of claim 1, wherein the alkali alkoxide is present in a molar excess of about 10% over the 4-halobutyronitrile.
Claim 5
Dependent Claim 12 words
The process of claim 3, wherein 4-chlorobutyronitrile is reacted with sodium ethoxide.

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) 1977-12-09 1978-06-10 1978-12-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1981-12-09 1982-06-10 1982-12-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1985-12-09 1986-06-10 1986-12-10 $7700.00 Window Closed / Lapsed

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