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US4049698A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for producing methylene malonic esters

Assignee: Permabond International Corp
•
Filing: 1976-08-05
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Granted: 1977-09-20
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Expires: 1996-08-05
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Abstract

Abstract A process comprising A. reacting an ester of malonic acid having the formula ##STR1## with formaldehyde and a diene having the formula ##STR2## in the presence of an amine catalyst at about reflux temperature to form a compound having the formula ##STR3## wherein R 1 and R 2 are the same or different and each represents alkyl of 1 to about 10 carbon atoms, cyclohexyl or alkenyl of 2 to about 4 carbon atoms and each R 3 is the same or different and represents hydrogen, methyl or ethyl.

Inventors

  • 👤 Gary Fred Hawkins
  • 👤 Robert Lee Gass

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 16:14
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/70

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 95 words
A process comprising A. reacting an ester of malonic acid having the formula ##STR12## with formaldehyde and a diene having the formula ##STR13## in the presence of a catalyst selected from primary, secondary and tertiary amines at about reflux temperature to form a compound having the formula ##STR14## wherein R 1 and R 2 are the same or different and each represents alkyl of 1 to about 10 carbon atoms, cyclohexyl or alkenyl of 2 to about 4 carbon atoms and each R 3 is the same or different and represents hydrogen, methyl or ethyl.
Claim 2
Dependent Claim 95 words
A process comprising A. reacting an ester of malonic acid having the formula ##STR12## with formaldehyde and a diene having the formula ##STR13## in the presence of a catalyst selected from primary, secondary and tertiary amines at about reflux temperature to form a compound having the formula ##STR14## wherein R 1 and R 2 are the same or different and each represents alkyl of 1 to about 10 carbon atoms, cyclohexyl or alkenyl of 2 to about 4 carbon atoms and each R 3 is the same or different and represents hydrogen, methyl or ethyl.
Claim 3
Dependent Claim 12 words
Process of claim 1 wherein the catalyst is a secondary aliphatic amine.
Claim 4
Dependent Claim 9 words
Process of claim 2 wherein the catalyst is piperidine.
Claim 5
Dependent Claim 13 words
Process of claim 3 wherein the ester of malonic acid is dimethyl malonate.
Claim 6
Dependent Claim 13 words
Process of claim 3 wherein the ester of malonic acid is methyl allyl.
Claim 7
Dependent Claim 13 words
Process of claim 3 wherein the ester of malonic acid is methyl ethyl.
Claim 8
Dependent Claim 14 words
Process of claim 3 wherein the ester of malonic acid is methyl methoxy ethyl.
Claim 9
Dependent Claim 16 words
A compound having the formula ##STR15## wherein R 1 is allyl and R 2 is methyl.
Claim 10
Dependent Claim 16 words
A compound having the formula ##STR15## wherein R 1 is allyl and R 2 is methyl.

References Cited (Backward Citations)

US2264354A Cited
US2212506A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-09-19 1981-03-21 1981-09-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-19 1985-03-21 1985-09-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-19 1989-03-21 1989-09-20 $7700.00 Window Closed / Lapsed

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