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Process for making nitroarylacetylenes and nitroarylaldehydes

Assignee: Raytheon Co
•
Filing: 1977-08-26
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Granted: 1978-11-14
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Expires: 1997-08-26
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Abstract

Abstract I have discovered a process for making nitroarylacetylenes and aminoarylacetylenes in which the aryl radical is a phenylene radical or a diphenylene radical. With the exception of p-aminophenylacetylene, the compounds produced by this process are novel. The compounds are all useful as intermediates in the preparation of addition polymers utilizing a polymeric backbone of polyimides. The addition polymers are useful as adhesives and as laminating resins.

Inventors

  • 👤 Robert H. Boschan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 13:54
CPC Classifications
C; C07; C07C; C07C201/00; C07C201/06; C07C201/12

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 37 words
A process for making a compound of the following formula: O.sub.2 N--R--C≡H which comprises reacting in alkaline-dioxane solution a compound of the formula: ##STR3## R being ##STR4## and X is hydrogen, methyl, phenyl, methoxy, fluoro or chloro.
Claim 2
Dependent Claim 37 words
A process for making a compound of the following formula: O.sub.2 N--R--C≡H which comprises reacting in alkaline-dioxane solution a compound of the formula: ##STR3## R being ##STR4## and X is hydrogen, methyl, phenyl, methoxy, fluoro or chloro.
Claim 3
Dependent Claim 14 words
A process of claim 1 wherein said alkalinedioxane solution is maintained under reflux conditions.
Claim 4
Dependent Claim 12 words
A process of claim 2 wherein the nitro compound reactant is m-nitro-β-chlorocinnamaldehyde.
Claim 5
Dependent Claim 72 words
A process for making an aldehyde compound of the following formula: ##STR5## which comprises contacting a compound of the following formula: ##STR6## R being ##STR7## and X is hydrogen, methyl, phenyl, methoxy, fluoro or chloro, with a solution of POCl 3 and dimethyl formamide to form corresponding aldehyde compound, pouring resultant solution into cold alkali bicarbonate while keeping pH of resultant mixture from 7 to about 9, and recovering precipitated aldehyde compound.
Claim 6
Dependent Claim 72 words
A process for making an aldehyde compound of the following formula: ##STR5## which comprises contacting a compound of the following formula: ##STR6## R being ##STR7## and X is hydrogen, methyl, phenyl, methoxy, fluoro or chloro, with a solution of POCl 3 and dimethyl formamide to form corresponding aldehyde compound, pouring resultant solution into cold alkali bicarbonate while keeping pH of resultant mixture from 7 to about 9, and recovering precipitated aldehyde compound.
Claim 7
Dependent Claim 24 words
A process of claim 4 wherein R is phenyl, NO 2 is meta or para to ##STR8## and the alkali bicarbonate is sodium bicarbonate.

References Cited (Backward Citations)

US3996289A Cited
US3952067A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-11-13 1982-05-15 1982-11-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-11-13 1986-05-15 1986-11-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-11-13 1990-05-15 1990-11-14 $7700.00 Window Closed / Lapsed

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