ChemicalBook > CAS DataBase List > Methyl 3-amino-4-methylbenzoate

Methyl 3-amino-4-methylbenzoate

Product Name: Methyl 3-amino-4-methylbenzoate
CAS No.: 18595-18-1
Chemical Name: Methyl 3-amino-4-methylbenzoate
Synonyms: AKOS BB-3092;3-Amino-p-toluic;Compound Fr13901;Methyl 3-amino-4-met;Nilotinib Impurity 25;LABOTEST-BB LT00848257;Nilotinib EP Impurity B;3-Amino-4-Methylbenzoate;METHYL 3-AMINO-P-TOLUATE;3-amino-2,4-dimethylbenzoate
CBNumber: CB4316035
Molecular Formula: C9H11NO2
Formula Weight: 165.19
MOL File: 18595-18-1.mol

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Methyl 3-amino-4-methylbenzoate Property

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
InChI: InChI=1S/C9H11NO2/c1-6-3-4-7(5-8(6)10)9(11)12-2/h3-5H,10H2,1-2H3
InChIKey: YEPWCJHMSVABPQ-UHFFFAOYSA-N
SMILES: C(OC)(=O)C1=CC=C(C)C(N)=C1
LogP: 1.7 at 22℃ and pH7
CAS DataBase Reference: 18595-18-1(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36/37
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29224999

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: Y0002111
Product name: Nilotinib impurity B
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: 25 mg
Price: $192
Updated: 2025/07/31

Sigma-Aldrich

Product number: Y0002111
Product name: Nilotinib impurity B
Purity: European Pharmacopoeia (EP) Reference Standard
Packaging: Y0002111
Price: $186
Updated: 2023/01/07

TCI Chemical

Product number: A1432
Product name: Methyl 3-Amino-4-methylbenzoate
Purity: >98.0%(GC)
Packaging: 25g
Price: $24
Updated: 2025/07/31

TRC

Product number: M286815
Product name: Methyl 3-amino-4-methylbenzoate
Packaging: 5g
Price: $55
Updated: 2021/12/16

Frontier Specialty Chemicals

Product number: JK380886
Product name: 3-Amino-4-methylbenzoicacidmethylester
Purity: 98%
Packaging: 5g
Price: $22
Updated: 2021/12/16

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Methyl 3-amino-4-methylbenzoate Chemical Properties,Usage,Production

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.

Synthesis

67-56-1

2458-12-0

18595-18-1

3-Amino-4-methylbenzoic acid (60.5 g, 0.40 mol) was dissolved in anhydrous methanol (1.5 L), stirred and cooled to 5°C. The reaction was completed by the addition of thionyl chloride (103.6 g, 0.87 mol). Thionyl chloride (103.6 g, 0.87 mol) was added slowly dropwise, and after completion of the dropwise addition, the reaction was stirred and refluxed for 6 hours. After completion of the reaction, it was cooled to room temperature and the reaction solution was concentrated under reduced pressure. The residue was diluted with ice water (1.2 L) and neutralized by adding 5% NaHCO3 solution to pH 7.5. The aqueous layer was extracted with ethyl acetate (3 × 600 mL), and the organic layers (2 × 500 mL) were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give methyl 3-amino-4-methylbenzoate (62.7 g, 94.9% yield) as a white solid.

References

[1] Patent: CN105693520, 2016, A. Location in patent: Paragraph 0184; 0185; 0186; 0187; 0188; 0189
[2] Patent: EP3067351, 2016, A1. Location in patent: Paragraph 0083; 0084
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 14, p. 6724 - 6731
[4] Journal of Medicinal Chemistry, 2016, vol. 59, # 6, p. 2423 - 2435

Methyl 3-amino-4-methylbenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methyl 3-amino-4-methylbenzoate manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: Methyl 3-amino-4-methylbenzoate 18595-18-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10000KGS
Release date: 2025-05-13

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Methyl 3-amino-4-methylbenzoate 18595-18-1
Price: US $0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 10 tons
Release date: 2021-09-30

Asia Chem I and E (Jiangsu) Co Ltd

Product: Methyl 3-amino-4-methylbenzoate 18595-18-1
Price: US $106.05/Kg/Drum
Min. Order: 25Kg/Drum
Purity: 99.00%HPLC
Supply Ability: 8tons/month
Release date: 2021-09-22

18595-18-1, Methyl 3-amino-4-methylbenzoateRelated Search:

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 Methyl acrylate 3-Amino-4-methylbenzoic acid 4-Methyl-3-nitrobenzoic acid Thiophanate-methyl Methyl METHYL 2-AMINO-3-METHYLBENZOATE

METHYL 3-AMINO-4-METHYLBENZOATE

METHYL 3-AMINO-P-TOLUATE

LABOTEST-BB LT00848257

3-amino-2,4-dimethylbenzoate

Nilotinib Impurity 25

Nilotinib EP Impurity B

3-Amino-p-Toluic Acid Methyl Ester 3-Amino-4-Methyl Benzoic Acid Methyl Ester

3-Amino-4-Methylbenzoate

3-Amino-p-toluic

Methyl 3-amino-4-methylbenzoate 98%

Methyl 3-Amion-4-Methylbenzoate

AKOS BB-3092

3-AMINO-4-METHYLBENZOIC ACID METHYL ESTER

3-AMINO-P-TOLUIC ACID METHYL ESTER

Methyl4-Methyl-3-Aminobenzoate

Methyl 3-amino-4-met

3-Amino-4-methylbenzoic Acid Methyl Ester Methyl 3-Amino-p-toluate 3-Amino-p-toluic Acid Methyl Ester

Methyle3-amino-4-methylbenzoate

5-(Methoxycarbonyl)-2-methylaniline, 2-Amino-4-(methoxycarbonyl)toluene, 5-(Methoxycarbonyl)-o-toluidine

Benzoic acid, 3-aMino-4-Methyl-, Methyl ester

Methyl-3-amino-4-methylbenozate

Methyl 3-Amino-4-methylbenzoate &gt

Methyl 3-amino-4-methylbenzoate 18595-18-1

Nilotinib USP Related Compound B

Benzoic acid, 3-amino-4-methyl-, methyl ester (9CI, ACI)

3-amino-4-methyl-Benzoic acid methyl ester (9CI ACI)

Compound Fr13901

Nilotinib Hydrochloride Monohydrate EP Impurity B

Nilotinib Impurity 17(Nilotinib EP Impurity B)

NILOTINIB RELATED COMPOUND B

18595-18-1

18585-18-1

Esters

Organic Building Blocks

Building Blocks

Carbonyl Compounds

C8 to C9

Building Blocks

C8 to C9

Carbonyl Compounds

Chemical Synthesis

Organic Building Blocks

Aromatic Esters

Esters

Phenyls & Phenyl-Het

FINE Chemical & INTERMEDIATES

Acids and Derivatives

Amines and Anilines

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