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85743-02-8

85743-02-8 Structure

85743-02-8 Structure
IdentificationBack Directory
[Name]

2-AMINO-4-METHOXYCARBONYL BENZOIC ACID
[CAS]

85743-02-8
[Synonyms]

2-Carboxy-5-(methoxycarbonyl)aniline
2-AMINO-4-METHOXYCARBONYL BENZOIC ACID
2-amino-benzene-1,4-dicarboxylic acid,4-methyl ester
1,4-Benzenedicarboxylic acid, 2-amino-, 4-methyl ester
[Molecular Formula]

C9H9NO4
[MDL Number]

MFCD08690068
[MOL File]

85743-02-8.mol
[Molecular Weight]

195.17
Chemical PropertiesBack Directory
[Melting point ]

213 °C
[Boiling point ]

397.7±32.0 °C(Predicted)
[density ]

1.373±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[form ]

solid
[pka]

4.51±0.10(Predicted)
[color ]

Yellow
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[HS Code ]

2922498590
Hazard InformationBack Directory
[Uses]

Methyl 3-Amino-4-carboxybenzoate is an intermediate used to prepare (N-methylpiperazinyl)-contg. derivatives of quinazolinone as fungal efflux pump inhibitors.
[Synthesis]

2-NITRO-4-METHOXYCARBONYL BENZOIC ACID

55737-66-1

2-AMINO-4-METHOXYCARBONYL BENZOIC ACID

85743-02-8

General procedure for the synthesis of 2-amino-4-methoxycarbonylbenzoic acid from methyl 3-nitro-4-carboxybenzoate: preparation Example 12 Step 1. A suspension of 2-amino-4-(methoxycarbonyl)benzoic acid 12BA (4-methoxycarbonyl)-2-nitrobenzoic acid (12A) (10.0 g, 44.4 mmol) with 5% Pd/C (4.0 g) was reacted in a 1. 1 MeOH/H2O (50 mL) were mixed and placed under hydrogenation conditions (H2, 50 psi) for 16 hrs of reaction. Upon completion of the reaction, the mixture was filtered through a Celite pad, washed with MeOH, and the filtrate was concentrated to give the product 12B (6.51 g, yield = 75%). Mass spectral analysis showed MS (M+H) = 196.

[References]

[1] Patent: WO2012/51036, 2012, A1. Location in patent: Page/Page column 79
[2] Patent: US5541178, 1996, A
[3] Monatshefte fuer Chemie, 1907, vol. 28, p. 822
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-4-METHOXYCARBONYL BENZOIC ACID(85743-02-8)1HNMR
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