Claims
- 1. A process for preparing a fulvalene compound, said process comprising the step of subjecting a mixture of reactants in the absence of a catalyst to a pressure of at least about 1,000 atmospheres, for a time and at a temperature between about 70.degree. C. and 110.degree. C. to form said fulvalene compound, said reactants comprising carbon disulfide and at least one compound containing an acetylenic moiety of the general formula
- ZC.tbd.CZ
- wherein each of the Z substituents may be the same or different and is a member selected from the set consisting of the following groups -H and ##STR9## wherein R is selected from OCH.sub.3, OC.sub.2 H.sub.5, OH and NH.sub.2 ; with the proviso that at least one of the Z substituents is an electron withdrawing group.
- 2. The process of claim 1 wherein the fulvalene compound is a substituted tetrathiafulvalene and said compound containing an acetylenic moiety is methyl propiolate, propiolic acid, dimethyl acetylene-dicarboxylate, or acetylene dicarboxamide.
- 3. The process of claim 1 wherein the step of subjecting a mixture of reactants comprises carbon disulfide and methyl propiolate to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR10##
- 4. The process of claim 1 wherein carbon disulfide and methyl propiolate are subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR11## and said intermediate is subjected to alkaline hydrolysis to form a salt, which salt may be subjected to acid hydrolysis to form a carboxylic acid derivative, which carboxylic acid derivative may be subjected to decarboxylation to form tetrathiafulvalene.
- 5. The process of claim 1 wherein a mixture of reactants comprising carbon disulfide and propiolic acid is subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR12##
- 6. The process of claim 1 wherein carbon disulfide and propiolic acid are subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR13## and subjecting said intermediate to decarboxylation to form tetrathiafulvalene.
- 7. The process of claim 1 wherein a mixture of reactants comprising carbon disulfide and dimethyl acetylene-dicarboxylate are subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR14##
- 8. The process of claim 1 wherein an intermediate is formed from carbon disulfide and dimethyl acetylene dicarboxylate of the structure ##STR15## and said intermediate is subjected to alkaline hydrolysis to form a salt, which salt may be subjected to acid hydrolysis to form a carboxylic acid derivative, which carboxylic acid derivative may be subjected to decarboxylation to form tetrathiafulvalene.
- 9. The process of claim 1 wherein a mixture of reactants comprising carbon disulfide and acetylene dicarboxamide are subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR16##
- 10. The process of claim 1 wherein an intermediate is formed from a mixture of reactants comprising carbon disulfide and acetylene dicarboxamide subjected to a pressure of at least about 4,000 atmospheres to provide an intermediate having the structure ##STR17## and said intermediate is subjected to alkaline hydrolysis to form a salt, which salt may be subjected to acid hydrolysis to form a carboxylic acid derivative, which carboxylic acid derivative may be subjected to decarboxylation to form tetrathiafulvalene.
Parent Case Info
This is a continuation of application Ser. No. 415,331, filed Sept. 7, 1982, now abandoned which is a division of application Ser. No. 286,142, filed July 23, 1981, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3876662 |
Hartzler |
Apr 1975 |
|
4312992 |
Green |
Jan 1982 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
36414 |
Mar 1980 |
JPX |
Non-Patent Literature Citations (1)
Entry |
Narita et al, Int. J. of Methods in Synthetic Organic Chemistry, No. 8 (1976) pp. 489-513. |
Divisions (1)
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Number |
Date |
Country |
Parent |
286142 |
Jul 1982 |
|
Continuations (1)
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Number |
Date |
Country |
Parent |
415331 |
Sep 1982 |
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