| Identification | More | [Name]
Methyl 4-amino-3-methylbenzoate | [CAS]
18595-14-7 | [Synonyms]
4-AMINO-3-TOLUIC ACID METHYL ESTER
4-AMINO-M-TOLUIC ACID METHYL ESTER
AKOS BB-3094
BUTTPARK 37\12-51
METHYL 3-METHYL-4-AMINOBENZOATE
METHYL 4-AMINO-3-METHYLBENZENECARBOXYLATE
METHYL 4-AMINO-3-METHYLBENZOATE
3-Methyl-4-Aminobenzoic Acid Methyl Ester
4-Amino-3-methylbenzoic acid methylester
4-Amino-3-methyl
Methyl 4-amino-3-methylbenzoate 98%
Methyl 4-Amion-3-Methylbenzoate
4-Amino-m-toluic acid methyl ester (COOCH3=1)
Methyl 4-Aminol-3-Methylbenzoate
methyl-4-amino-3-methylbenzate | [Molecular Formula]
C9H11NO2 | [MDL Number]
MFCD00102230 | [Molecular Weight]
165.19 | [MOL File]
18595-14-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White to light yellow crystal powder | [Melting point ]
116 °C | [Boiling point ]
314.8±22.0 °C(Predicted) | [density ]
1.132±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO, Methanol | [form ]
Solid | [pka]
2.32±0.10(Predicted) | [color ]
Light Beige | [CAS DataBase Reference]
18595-14-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P280a-P304+P340-P305+P351+P338-P405-P501a | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R37/38:Irritating to respiratory system and skin .
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
2922498590 |
| Hazard Information | Back Directory | [Chemical Properties]
White to light yellow crystal powder | [Uses]
Methyl 4-Amino-3-methylbenzoate is used in the synthesis of neuroprotective hydrazides used in the treatment of Alzheimer’s. It is also used in the research and development of diphenylamine-based retinoids. | [Synthesis]
The general procedure for the synthesis of methyl 4-amino-3-methylbenzoate from methyl 3-methyl-4-nitrobenzoate was as follows: methyl 3-methyl-4-nitrobenzoate (50 g, 256.2 mmol) was dissolved in methanol (1.5 L), and palladium carbon catalyst (2.5 g) was added. Hydrogen (H2) was passed into the reaction mixture at room temperature and the reaction was continuously stirred overnight. Upon completion of the reaction, the solid catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to afford the light yellow solid product methyl 4-amino-3-methylbenzoate (38 g, 90% yield). The product was analyzed by LCMS (electrospray ionization, positive ion mode) with a mass-to-charge ratio (m/z) of 166.1, corresponding to the [M + H]+ ion peak. | [References]
[1] Tetrahedron, 2018, vol. 74, # 47, p. 6795 - 6803
[2] Journal of Heterocyclic Chemistry, 2003, vol. 40, # 6, p. 1107 - 1112
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 14, p. 4582 - 4589
[4] Patent: WO2014/66795, 2014, A1. Location in patent: Paragraph 0175
[5] Zeitschrift fur Anorganische und Allgemeine Chemie, 2014, vol. 640, # 1, p. 159 - 167 |
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