Methyl 3-amino-4-methylbenzoate Chemical Properties

Melting point:

113-117 °C(lit.)

Boiling point:

296.3±20.0 °C(Predicted)

Density 

1.132±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

3.31±0.10(Predicted)

form 

Crystalline Powder

color 

White to cream

BRN 

2088611

InChIKey

YEPWCJHMSVABPQ-UHFFFAOYSA-N

LogP

1.7 at 22℃ and pH7

CAS DataBase Reference

18595-18-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29224999

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methyl 3-amino-4-methylbenzoate Usage And Synthesis

Description

Methyl 3-amino-4-methylbenzoate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Chemical Properties

Beige powder

Uses

Methyl 3-Amino-4-methylbenzoate is used as a reagent in the synthesis of perfluoroalkylated indoles which are very useful in drug development. It was also used in the preparation of 4-(pyrimidin-2-ylamino) benzamide derivatives which are designed as inhibitors of hedgehog signalling pathway (target of cancer treatment).

Application

Methyl 3-amino-4-methylbenzoate can be used for:
To prepare the methyl 4-methyl-3-((4-(proparg-1-yloxy)benzyl)amino)benzoate, 4-proparg-1-yloxybenzaldehyde (16) and methyl 3-amino-4-methylbenzoate were reacted according to the method IA.
Synthesis of Methyl 4-methyl-3-((4-(2-methylthiazol-4-yl)benzoyl)amino)benzoate
Synthesis of 4-Methyl-3-((4-(2-methylthiazol-4-yl)benzoyl)amino)benzamide

Synthesis of methyl 3-(4-hydroxy-6-methyl-2-oxopyridin-1 (2H)-yl)-4-methylbenzoate
Synthesis of (5-Carbomethoxy-2-methylphenyl)(4-hydroxypheny)diazene: To a solution of 6N HC1 (6 mL) was added methyl 3-amino-4-methylbenzoate (1.62 g, 10.0 mmol). The solution was cooled in an ice-bath, and was diazotized by adding sodium nitrite (0.9 g, 12.0 mmol). To a cold solution of phenol in 21% aqueous NaOH solution (6 mL) was added diazotized solution slowly. After 20 min, the solution was acidfied by adding 4 N aqueous HC1 and was poured into the cold water, filtered, and washed with water. Recrystallization from ethanol gave the product (2.0 g, 74%) as red crystals, mp 181.3-182.2 °C.

Preparation

Synthesis of Methyl 3-amino-4-methylbenzoate: Nitro ester Methyl 4-methyl-3-nitrobenzoate (80 g, 0.410 mol) was subjected to hydrogenation in a Parr shaker in MeOH using Raney Ni as the catalyst (5 g, 20 mol %) at 50 psi for 8 hours. The catalyst was filtered off, washed thoroughly with MeOH and the combined filtrates concentrated under reduced pressure to furnish a yellow solid (65.0 g). Yield : 96% Mp : 114-5°C (lit.14 Mp 116°C)

Definition

ChEBI: Methyl 3-amino-4-methylbenzoate is a benzoate ester.

Methyl 3-amino-4-methylbenzoate(18595-18-1)Related Product Information

• Methylparaben
• Kresoxim-methyl
• Methyl benzoate
• 2-Amino-4-methylbenzoic acid
• Methyl acetate
• Glycine
• Bensulfuron methyl
• Methyl 2-iodobenzoate
• 4-Dimethylaminobenzoic acid
• 6-Aminocaproic acid
• 4-Aminobenzoic acid
• METSULFURON METHYL
• Thiophanate-methyl
• Methyl acrylate
• 3-Amino-4-methylbenzoic acid
• 4-Methyl-3-nitrobenzoic acid
• Methyl
• METHYL 2-AMINO-3-METHYLBENZOATE