| Identification | More | [Name]
2-AMINO-4-METHOXY-BENZOIC ACID | [CAS]
4294-95-5 | [Synonyms]
2-AMINO-4-METHOXY-BENZOIC ACID
4-METHOXY-2-AMINO-BENZOIC ACID
4-METHOXYANTHRANILIC ACID
2-AMINO-4-METHOXYBENZOIC ACID---OFF-WHITE POWDER, 99%--- | [EINECS(EC#)]
618-347-7 | [Molecular Formula]
C8H9NO3 | [MDL Number]
MFCD00667729 | [Molecular Weight]
167.16 | [MOL File]
4294-95-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
175-180 °C | [Boiling point ]
339.8±27.0 °C(Predicted) | [density ]
1.303±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
powder to crystal | [pka]
5.21±0.10(Predicted) | [color ]
White to Light yellow to Light orange | [Major Application]
peptide synthesis | [InChI]
InChI=1S/C8H9NO3/c1-12-5-2-3-6(8(10)11)7(9)4-5/h2-4H,9H2,1H3,(H,10,11) | [InChIKey]
HHNWXQCVWVVVQZ-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(OC)C=C1N | [CAS DataBase Reference]
4294-95-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29225090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow powder | [Uses]
2-Amino-4-methoxybenzoic Acid, is an organic building block used in the synthesis of various chemical compounds. | [Synthesis]
The general procedure for the synthesis of 2-amino-4-methoxybenzoic acid from 4-methoxy-2-nitrobenzoic acid is as follows:
Intermediate 113: Synthesis of 2-amino-4-methoxybenzoic acid
4-Methoxy-2-nitrobenzoic acid (3 g, 16.4 mmol) was dissolved in methanol (80 mL) and 10% palladium carbon catalyst (300 mg) was added. The hydrogenation reaction was carried out at room temperature and atmospheric pressure for 18 hours. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated to dryness under reduced pressure to give 2.50 g (100% yield) of 2-amino-4-methoxybenzoic acid as a colorless solid.
1H NMR (DMSO-d6) δ: 3.70 (s, 3H); 6.09 (dd, 1H); 6.23 (d, 1H); 7.59 (d, 1H). | [References]
[1] Patent: WO2006/134378, 2006, A1. Location in patent: Page/Page column 112
[2] Patent: WO2010/123975, 2010, A1. Location in patent: Page/Page column 101-102
[3] Patent: US2013/281398, 2013, A1. Location in patent: Paragraph 0493; 0494
[4] Patent: US5599814, 1997, A
[5] Patent: WO2007/71963, 2007, A2. Location in patent: Page/Page column 52 |
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