Synthesis of squaric acid

Details Synthesis of squaric acid Synthesis of squaric acid

1976-06-21

1978-08-01

Morgenstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

544106, 544175, C07C 4500, C07D29506

Patent

active

041043081

ABSTRACT:
Squaric acid is prepared by reacting hexachlorobutadiene with an excess of morpholine in the presence of an aromatic hydrocarbon solvent while maintaining the temperature between 110.degree. C and 120.degree. C, and then converting the resulting 1,1,3-trichloro-2,4,4-trimorpholino-butadiene to 3-morpholinotrichloro-2-cyclobuten-1-one, which in turn is hydrolyzed in the presence of strong acid to produce the desired squaric acid.

REFERENCES:
patent: 3059030 (1962-10-01), Park et al.
patent: 3833489 (1974-09-01), Ercoli et al.
Maahs, "Angew. Chem", vol. 75, p. 982 (1963).
Maars et al., "Angew. Chem. Internat. Edit", vol. 5, (1966), No. 10, pp. 888-893.

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