Squarylium compounds, and processes and intermediates for...

C - Chemistry – Metallurgy – 09 – B

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C09B 23/04 (2006.01) C07D 309/34 (2006.01) C07D 335/02 (2006.01) C07D 335/06 (2006.01) C07D 345/00 (2006.01) C09B 23/01 (2006.01) C09B 57/00 (2006.01) G03G 5/06 (2006.01) G11B 7/247 (2006.01)

Patent

CA 2067959

C-7660 SQUARYLIUM COMPOUNDS, AND PROCESSES AND INTERMEDIATES FOR THE SYNTHESIS OF THESE COMPOUNDS Abstract Squarylium compounds of the formula: Image (I) wherein Q1 and Q2 are each independently a pyrylium, thiopyrylium, selenopyrylium, benzpyrylium, benzthiopyrylium or benzselenopyrylium nucleus, and R1 and R2 are each independently an aliphatic or cycloaliphatic group, can be prepared by reacting a squaric acid derivative of the formula: Image (II) with a compound of the formula Q2CH2R2 in the presence of a base. The derivatives of Formula II may be prepared by condensing a 2,3,4,4-tetrahalocyclobut-2-en-1-one with a compound of the formula Q1CH2R1 in the presence of a base to produce a compound of the formula: Image (III) wherein Q1 and R1 are as defined above, and X represents chlorine or bromine, and hydrolyzing the compound of Formula III. Alternatively, the derivatives of Formula II may be prepared by reacting a diester, monoacid chloride monoester or diacid chloride of squaric acid with a compound of the formula Q1CH2R1 in the presence of a base, followed by hydrolysis of the resultant monoacid chloride or monoester derivative of the compound of Formula II to the parent compound.

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