Journal of Chemical Research

Facile synthesis of 3-(diarylmethylene) isobenzofuranones, 4-(diarylmethyl)-1 (2H)-phthalazinones and diarylmethanes

S Das, R FrÖhlich, A Pramanik

Index: Das, Suven; Froehlich, Roland; Pramanik, Animesh Journal of Chemical Research, 2006 , # 2 p. 84 - 86

Full Text: HTML

Citation Number: 0

Abstract

Reflux of 2, 2-diaryl-1, 3-indanediones in ethyleneglycol with a catalytic amount of triethylamine affords 3-(diaryl-methylene) isobenzofuranones in very good yields. The latter produces 4-diarymethyl-1 (2H)-phthalazinones under reflux in hydrazine hydrate (99%), and diarylmethanes upon stirring in ethylenediamine.

 Related Synthetic Route
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-chlorophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-00-3

3-(bis(4-chloro...

~85%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

4,4'-ddm Structure

101-76-8

4,4'-ddm

Learn More
N/A Structure

208588-16-3

N/A

~%

4,4'-ddm Structure

101-76-8

4,4'-ddm

Learn More
3-[Bis-(4-methoxyphenyl)-methylen]-phthalid Structure

66064-65-1

3-[Bis-(4-metho...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~84%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[4-methoxy Structure

726-18-1

Benzene,1,1'-me...

Learn More
2,2-bis(4-methoxyphenyl)indene-1,3-dione Structure

66064-61-7

2,2-bis(4-metho...

~%

Benzene,1,1'-methylenebis[4-methoxy Structure

726-18-1

Benzene,1,1'-me...

Learn More
3-[Bis-(3,4-dimethoxy-phenyl)-methylen]-phthalid Structure

66064-66-2

3-[Bis-(3,4-dim...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~84%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[3,4-dimethoxy Structure

1158-27-6

Benzene,1,1'-me...

Learn More
2,2-di(3,4-dimethoxyphenyl)indane-1,3-dione Structure

66064-62-8

2,2-di(3,4-dime...

~%

Benzene,1,1'-methylenebis[3,4-dimethoxy Structure

1158-27-6

Benzene,1,1'-me...

Learn More
1H-Indene-1,3(2H)-dione,2,2-diphenyl Structure

23717-59-1

1H-Indene-1,3(2...

~84%

3-benzhydrylideneisobenzofuran-1-one Structure

1801-25-8

3-benzhydrylide...

Learn More
3-[Bis-(4-methoxyphenyl)-methylen]-phthalid Structure

66064-65-1

3-[Bis-(4-metho...

~92%

4-[bis(4-methoxyphenyl)methyl]-2H-phthalazin-1-one Structure

465498-67-3

4-[bis(4-methox...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-iodophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-02-5

3-(bis(4-iodoph...

~87%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[4-iodo Structure

23055-78-9

Benzene,1,1'-me...

Learn More
2,2-bis(4-iodophenyl)-1H-indene-1,3(2H)-dione Structure

233598-98-6

2,2-bis(4-iodop...

~%

Benzene,1,1'-methylenebis[4-iodo Structure

23055-78-9

Benzene,1,1'-me...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-bromophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-01-4

3-(bis(4-bromop...

~87%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene, 1,1-methylenebis[4-bromo Structure

1941-86-2

Benzene, 1,1-me...

Learn More
2,2-bis(4-bromophenyl)-1H-indene-1,3(2H)-dione Structure

233598-97-5

2,2-bis(4-bromo...

~%

Benzene, 1,1-methylenebis[4-bromo Structure

1941-86-2

Benzene, 1,1-me...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

N/A Structure

233598-99-7

N/A

~80%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Bis(4-fluorophenyl)methane Structure

457-68-1

Bis(4-fluorophe...

Learn More
N/A Structure

208588-17-4

N/A

~%

Bis(4-fluorophenyl)methane Structure

457-68-1

Bis(4-fluorophe...

Learn More
3-[Bis-(4-methoxyphenyl)-methylen]-phthalid Structure

66064-65-1

3-[Bis-(4-metho...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[4-methoxy Structure

726-18-1

Benzene,1,1'-me...

Learn More
3-[Bis-(3,4-dimethoxy-phenyl)-methylen]-phthalid Structure

66064-66-2

3-[Bis-(3,4-dim...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[3,4-dimethoxy Structure

1158-27-6

Benzene,1,1'-me...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-bromophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-01-4

3-(bis(4-bromop...

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene, 1,1-methylenebis[4-bromo Structure

1941-86-2

Benzene, 1,1-me...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-chlorophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-00-3

3-(bis(4-chloro...

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

4,4'-ddm Structure

101-76-8

4,4'-ddm

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(bis(4-iodophenyl)methylene)isobenzofuran-1(3H)-one Structure

233599-02-5

3-(bis(4-iodoph...

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1,1'-methylenebis[4-iodo Structure

23055-78-9

Benzene,1,1'-me...

Learn More
1(3H)-Isobenzofuranone, 3-[bis(3-chloro-4-methoxyphenyl)methylene] Structure

916659-24-0

1(3H)-Isobenzof...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

bis-(3-chloro-4-methoxy-phenyl)-methane Structure

23446-86-8

bis-(3-chloro-4...

Learn More
3-benzhydrylideneisobenzofuran-1-one Structure

1801-25-8

3-benzhydrylide...

1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Diphenylmethane Structure

101-81-5

Diphenylmethane

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

3-(di-p-tolylmethylene)isobenzofuran-1(3H)-one Structure

233599-03-6

3-(di-p-tolylme...

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Benzene,1-methyl-4-[(4-methylphenyl)methyl] Structure

4957-14-6

Benzene,1-methy...

Learn More
1,2-Ethanediamine Structure

107-15-3

1,2-Ethanediamine

N/A Structure

233598-99-7

N/A

~0%

N-(2-AMINOETHYL)PHTHALIMIDE Structure

71824-24-3

N-(2-AMINOETHYL...

Bis(4-fluorophenyl)methane Structure

457-68-1

Bis(4-fluorophe...

Learn More

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