The cyclisation of substituted phthalanilic acids in acetic acid solution. A kinetic study of substituted N-phenylphthalimide formation

CJ Perry, Z Parveen

Index: Perry, Christopher J.; Parveen, Zahida Journal of the Chemical Society. Perkin Transactions 2, 2001 , # 4 p. 512 - 521

Full Text: HTML

Citation Number: 35

Abstract

One novel and ten known substituted 3′-and 4′-phthalanilic acids have been prepared. These have been cyclised to two novel and nine known substituted N-phenylphthalimides by heating with glacial acetic acid. Both phthalanilic acids and imides have been characterised in detail and spectroscopic data are given. The kinetics of cyclisation for phthalanilic acids has been examined in detail, and it has emerged that a complex ...

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2-[(3-nitrophenyl)carbamoyl]benzoic acid Structure

19336-84-6

2-[(3-nitrophen...

~80%

2-(3-nitrophenyl)isoindole-1,3-dione Structure

36647-25-3

2-(3-nitropheny...

Phthalic anhydride Structure

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Phthalic anhydride

~%

2-(3-nitrophenyl)isoindole-1,3-dione Structure

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2-(3-nitropheny...

3-Nitroaniline Structure

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3-Nitroaniline

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2-(3-nitrophenyl)isoindole-1,3-dione Structure

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2-(3-nitropheny...

Benzoic acid,2-[[(4-chlorophenyl)amino]carbonyl]- Structure

7142-94-1

Benzoic acid,2-...

~61%

Phthalimide, N- (p-chlorophenyl)- Structure

7386-21-2

Phthalimide, N-...

2-[[(4-CARBOXYPHENYL)AMINO]CARBONYL]-BENZOIC ACID Structure

19368-10-6

2-[[(4-CARBOXYP...

~72%

Benzoic acid,4-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)- Structure

5383-82-4

Benzoic acid,4-...

3,3-dihydroxy-2-(4-hydroxyphenyl)isoindolin-1-one Structure

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3,3-dihydroxy-2...

~%

2-[(4-hydroxyphenyl)carbamoyl]benzoic acid Structure

19336-95-9

2-[(4-hydroxyph...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

3-Nitroaniline Structure

99-09-2

3-Nitroaniline

~88%

2-[(3-nitrophenyl)carbamoyl]benzoic acid Structure

19336-84-6

2-[(3-nitrophen...

2-[(4-hydroxyphenyl)carbamoyl]benzoic acid Structure

19336-95-9

2-[(4-hydroxyph...

~79%

1H-Isoindole-1,3(2H)-dione,2-(4-hydroxyphenyl)- Structure

7154-85-0

1H-Isoindole-1,...

4-Aminophenol Structure

123-30-8

4-Aminophenol

~%

1H-Isoindole-1,3(2H)-dione,2-(4-hydroxyphenyl)- Structure

7154-85-0

1H-Isoindole-1,...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

~%

1H-Isoindole-1,3(2H)-dione,2-(4-hydroxyphenyl)- Structure

7154-85-0

1H-Isoindole-1,...

3,3-dihydroxy-2-(4-hydroxyphenyl)isoindolin-1-one Structure

349542-46-7

3,3-dihydroxy-2...

~%

1H-Isoindole-1,3(2H)-dione,2-(4-hydroxyphenyl)- Structure

7154-85-0

1H-Isoindole-1,...

2-[(4-hydroxyphenyl)carbamoyl]benzoic acid Structure

19336-95-9

2-[(4-hydroxyph...

~%

1H-Isoindole-1,3(2H)-dione,2-(4-hydroxyphenyl)- Structure

7154-85-0

1H-Isoindole-1,...

3,3-dihydroxy-2-(4-hydroxyphenyl)isoindolin-1-one Structure

349542-46-7

3,3-dihydroxy-2...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

4-Nitroaniline Structure

100-01-6

4-Nitroaniline

~96%

Benzoic acid,2-[[(4-nitrophenyl)amino]carbonyl]- Structure

6307-10-4

Benzoic acid,2-...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

p-Anisidine Structure

104-94-9

p-Anisidine

~94%

N-(4-METHOXY-PHENYL)-PHTHALAMIC ACID Structure

7554-80-5

N-(4-METHOXY-PH...

PHTHALANILLIC ACID Structure

4727-29-1

PHTHALANILLIC ACID

~74%

2-Phenyl-isoindole-1,3-dione Structure

520-03-6

2-Phenyl-isoind...

N-(4-METHOXY-PHENYL)-PHTHALAMIC ACID Structure

7554-80-5

N-(4-METHOXY-PH...

~63%

3-(4-methoxyphenyl)iminoisobenzofuran-1-one Structure

7466-55-9

3-(4-methoxyphe...

Benzoic acid,2-[[(3-chlorophenyl)amino]carbonyl]- Structure

5406-21-3

Benzoic acid,2-...

~56%

2-(3-Chlorophenyl)-2H-isoindole-1,3-dione Structure

16082-71-6

2-(3-Chlorophen...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

~%

2-(3-Chlorophenyl)-2H-isoindole-1,3-dione Structure

16082-71-6

2-(3-Chlorophen...

3-Chloroaniline Structure

108-42-9

3-Chloroaniline

~%

2-(3-Chlorophenyl)-2H-isoindole-1,3-dione Structure

16082-71-6

2-(3-Chlorophen...

N-(4-METHOXY-PHENYL)-PHTHALAMIC ACID Structure

7554-80-5

N-(4-METHOXY-PH...

~80%

1H-Isoindole-1,3(2H)-dione,2-(4-methoxyphenyl)- Structure

2142-04-3

1H-Isoindole-1,...

3-(4-methoxyphenyl)iminoisobenzofuran-1-one Structure

7466-55-9

3-(4-methoxyphe...

~%

1H-Isoindole-1,3(2H)-dione,2-(4-methoxyphenyl)- Structure

2142-04-3

1H-Isoindole-1,...

Benzoic acid,2-[[(4-nitrophenyl)amino]carbonyl]- Structure

6307-10-4

Benzoic acid,2-...

~67%

1H-Isoindole-1,3(2H)-dione,2-(4-nitrophenyl)- Structure

31604-39-4

1H-Isoindole-1,...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

3-anisidine Structure

536-90-3

3-anisidine

~94%

2-[(3-methoxyphenyl)carbamoyl]benzoic acid Structure

19336-97-1

2-[(3-methoxyph...

Phthalic anhydride Structure

85-44-9

Phthalic anhydride

4-Aminobenzoic acid Structure

150-13-0

4-Aminobenzoic acid

~94%

2-[[(4-CARBOXYPHENYL)AMINO]CARBONYL]-BENZOIC ACID Structure

19368-10-6

2-[[(4-CARBOXYP...

Benzoic acid,2-[[(4-methylphenyl)amino]carbonyl]- Structure

19336-70-0

Benzoic acid,2-...

~71%

2-P-TOLYL-ISOINDOLE-1,3-DIONE Structure

2142-03-2

2-P-TOLYL-ISOIN...


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