Regioselective copper-catalysed amination of halobenzoic acids using aromatic amines

MB Maradolla, A Mandha…

Index: Maradolla, Mohan Babu; Mandha, Amaravathi; Garimella, Chandra Mouli Journal of Chemical Research, 2007 , # 10 p. 587 - 589

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Abstract

Copper dipyridine dichloride (CuPy2Cl2) has been found to be an efficient catalyst for the synthesis of N-arylanthranilic acids from ortho halobenzoic acids and aromatic amines under microwave irradiation. Some of the advantages of this method are high chemoselectivity, ease of operation, less reaction times and high yields.(61-98%).

 Related Synthetic Route
2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

4-Chloroaniline Structure

106-47-8

4-Chloroaniline

~96%

N-(4-CHLOROPHENYL)ANTHRANILIC ACID Structure

13278-35-8

N-(4-CHLOROPHEN...

4-Chloroaniline Structure

106-47-8

4-Chloroaniline

2-Bromobenzoic acid Structure

88-65-3

2-Bromobenzoic acid

~94%

N-(4-CHLOROPHENYL)ANTHRANILIC ACID Structure

13278-35-8

N-(4-CHLOROPHEN...

4-Nitroaniline Structure

100-01-6

4-Nitroaniline

2-Bromobenzoic acid Structure

88-65-3

2-Bromobenzoic acid

~80%

2-(4-NITRO-PHENYLAMINO)-BENZOIC ACID Structure

7221-31-0

2-(4-NITRO-PHEN...

2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

4-Nitroaniline Structure

100-01-6

4-Nitroaniline

~82%

2-(4-NITRO-PHENYLAMINO)-BENZOIC ACID Structure

7221-31-0

2-(4-NITRO-PHEN...

2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

p-Anisidine Structure

104-94-9

p-Anisidine

~91%

2-((4-METHOXYPHENYL)AMINO)BENZOIC ACID Structure

13501-67-2

2-((4-METHOXYPH...

Naphthalen-2-amine Structure

91-59-8

Naphthalen-2-amine

2-Bromobenzoic acid Structure

88-65-3

2-Bromobenzoic acid

~89%

N-2-NAPHTHYLANTHRANILIC ACID Structure

4800-34-4

N-2-NAPHTHYLANT...

Naphthalen-2-amine Structure

91-59-8

Naphthalen-2-amine

2-Chlorobenzoic acid Structure

118-91-2

2-Chlorobenzoic acid

~90%

N-2-NAPHTHYLANTHRANILIC ACID Structure

4800-34-4

N-2-NAPHTHYLANT...

2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

Naphthalen-2-amine Structure

91-59-8

Naphthalen-2-amine

~92%

N-2-NAPHTHYLANTHRANILIC ACID Structure

4800-34-4

N-2-NAPHTHYLANT...

5-Bromo-2-iodobenzoic acid Structure

21740-00-1

5-Bromo-2-iodob...

Structure

74497-02-2

~96%

5-BROMO-2-PHENYLAMINO-BENZOIC ACID Structure

82762-60-5

5-BROMO-2-PHENY...

5-Bromo-2-chlorobenzoic acid Structure

21739-92-4

5-Bromo-2-chlor...

Structure

74497-02-2

~79%

5-BROMO-2-PHENYLAMINO-BENZOIC ACID Structure

82762-60-5

5-BROMO-2-PHENY...

2-Iodobenzoic acid Structure

88-67-5

2-Iodobenzoic acid

4-Aminobenzoic acid Structure

150-13-0

4-Aminobenzoic acid

~90%

2,4'-IMINO-DIBENZOIC ACID Structure

17332-57-9

2,4'-IMINO-DIBE...


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