1-Methyl-3-nitrophthalate

Product Name: 1-Methyl-3-nitrophthalate
CAS No.: 21606-04-2
Chemical Name: 1-Methyl-3-nitrophthalate
Synonyms: Azilsartan SM1-B;)-6-nitrobenzoic Acid;Apremilast Impurity 85;1-Methyl-3-nitrophthalate;Sitagliptin Impurity 1-d4;METHYL2-CARBOXY-3-NITROBENZOATE;3-nitro-2-Carboxyl methyl benzoate;Methyl 3-nitro-2-carboxyl benzoate;2-methoxycarbonyl-6-nitrobenzoicaci;3-Nitro-phthalic acid 1-Methyl ester
CBNumber: CB3671043
Molecular Formula: C9H7NO6
Formula Weight: 225.15
MOL File: 21606-04-2.mol

More

Less

1-Methyl-3-nitrophthalate Property

Melting point:: 160.0 to 164.0 °C
Boiling point:: 409.2±35.0 °C(Predicted)
Density: 1.484±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: soluble in Acetone, Dichloromethane, Ethyl Acetate, Methanol
form: Solid:particulate/powder
pka: 1.87±0.30(Predicted)
color: White to Almost white
CAS DataBase Reference: 21606-04-2(CAS DataBase Reference)

More

Less

Safety

HS Code: 2917.39.7000

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: S313416
Product name: 3-NITRO-PHTHALIC ACID 1-METHYL ESTER
Purity: AldrichCPR
Packaging: 25MG
Price: $30.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: S758086
Product name: 1-METHYL 3-NITROPHTHALATE
Purity: AldrichCPR
Packaging: 50MG
Price: $28.6
Updated: 2023/06/20

TCI Chemical

Product number: M2795
Product name: 2-(Methoxycarbonyl)-6-nitrobenzoic Acid
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $72
Updated: 2025/07/31

TCI Chemical

Product number: M2795
Product name: 2-(Methoxycarbonyl)-6-nitrobenzoic Acid
Purity: >98.0%(GC)(T)
Packaging: 25g
Price: $215
Updated: 2025/07/31

TRC

Product number: M323773
Product name: Methyl3-Nitrophthalate
Packaging: 10mg
Price: $100
Updated: 2021/12/16

More

Less

1-Methyl-3-nitrophthalate Chemical Properties,Usage,Production

Chemical Properties

light yellow crystalline powder

Uses

Methyl 3-Nitrophthalate is an intermediate in the synthesis of (αS)-3-Ethoxy-4-methoxy-α-[(methylsulfonyl)methyl]-N-[(1S)-1-phenylethyl]-benzenemethanamine which is an impurity of Apremilast (A729700), which is an oral phosphodiesterase 4 inhibitor used for treating psoriatic arthritis.

Synthesis

67-56-1

603-11-2

21606-04-2

1. 3-Nitrophthalic acid (500 g, 2.37 moles) was slowly added to a pre-cooled mixture of 2500 ml of methanol and 260 ml of thionyl chloride in an ice bath. 2. The reaction mixture was heated to reflux and maintained for about 24 h. 3. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure, followed by removal of excess thionyl chloride under nitrogen protection. 4. 1500 ml of toluene was added to the residue, mixed thoroughly and filtered. 5. The resulting solid product was dried at 60-70°C to give 522.0 g (98% yield) of 2-carboxy-phthalic acid. 6. 4. 1500 ml of toluene was added to the residue, mixed thoroughly and filtered. 5. The resulting solid product was dried at 60-70 °C to give 522.0 g (98% yield) of methyl 2-carboxy-3-nitrobenzoate, which was essentially free of 3-nitrodimethylphthalate. 6. A further 500 g of 3-nitrophthalic acid was taken and mixed with 2.5 liters of methanol in a round-bottomed flask. The mixture was cooled to 5-10°C. 7. 259.5 ml of thionyl chloride was added dropwise under constant stirring for 60-90 minutes. 8. After the dropwise addition, the reaction mixture was heated to 60-65°C and kept reacting for 20-25 hours. 9. After the reaction was completed, all solvents were removed by distillation at 60-65°C. 10. 1500 ml of toluene was added and stirred for 5-6 hours under nitrogen atmosphere. 11. stirred under nitrogen atmosphere for 5-6 h. 11. The solid product was isolated by filtration, washed with 500 ml of toluene and subsequently dried at 55-65 °C for 5-10 h. 525 g of 3-nitrophthalic acid-1-methyl ester (compound of formula II) was obtained in the final product.

References

[1] Patent: WO2006/15134, 2006, A1. Location in patent: Page/Page column 13
[2] Journal of Organic Chemistry, 1986, vol. 51, # 17, p. 3308 - 3314
[3] Monatshefte fuer Chemie, 1900, vol. 21, p. 791
[4] Chemische Berichte, 1901, vol. 34, p. 680
[5] Monatshefte fuer Chemie, 1900, vol. 21, p. 791

1-Methyl-3-nitrophthalate Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

1-Methyl-3-nitrophthalate Suppliers

Americas 1 China 137 Europe 1 Germany 1 India 15 Japan 1 The Netherlands 1 United Kingdom 2 United States 17 Global 176

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44801
Advantage: 61

Beijing Ouhe Technology Co., Ltd

Tel: 010-010-82967028 13522913783
Fax: +86-10-82967029
Email: 2355560935@qq.com
Country: China
ProdList: 12000
Advantage: 60

Jia Xing Isenchem Co.,Ltd

Tel: 0573-85285100 18627885956
Fax: 0573-85285100
Email: isenchem@163.com
Country: China
ProdList: 9310
Advantage: 66

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14101
Advantage: 59

Shanghai Longsheng chemical Co.,Ltd.

Tel: 021-58099652-8005 13585536065
Fax: 021-58099609
Email: bin.wu@shlschem.com
Country: China
ProdList: 9883
Advantage: 59

Nanjing Chemlin Chemical Co., Ltd

Tel: 025-83697070
Fax: +86-25-83453306
Email: info@chemlin.com.cn
Country: China
ProdList: 15883
Advantage: 64

XiaoGan ShenYuan ChemPharm co,ltd

Tel: 15527768836
Email: 1791901229@qq.com
Country: China
ProdList: 6950
Advantage: 52

Tianjin heowns Biochemical Technology Co., Ltd.

Tel: 400 638 7771
Email: sales@heowns.com
Country: China
ProdList: 14435
Advantage: 57

Hangzhou Yuhao Chemical Technology Co., Ltd

Tel: 0571-82693216
Fax: +86-571-82880190
Email: info@yuhaochemical.com
Country: China
ProdList: 6387
Advantage: 52

BioBioPha Co., Ltd.

Tel: 0871-65217109 13211707573;
Fax: 0871-65215563
Email: y.liu@mail.biobiopha.com
Country: China
ProdList: 5653
Advantage: 65

More

Less

View Lastest Price from 1-Methyl-3-nitrophthalate manufacturers

Career Henan Chemical Co

Product: 1-Methyl-3-nitrophthalate 21606-04-2
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1kg-1000kg
Release date: 2020-01-03

21606-04-2, 1-Methyl-3-nitrophthalateRelated Search:

Bensulfuron methyl Kresoxim-methyl Methyl 2-iodobenzoate METSULFURON METHYL Methyl 2-(chlorosulfonyl)benzoate 3-Nitrobenzoic acid Methylparaben Methyl acetate Methyl benzoate 4-Nitrobenzoic acid 2-Nitrobenzoic acid Methyl acrylate 3-Nitrophthalic acid Thiophanate-methyl (R)-1-(3-Ethoxy-4-Methoxyphenyl)-2-(Methylsulfonyl)ethylaMine Apremilast Impurity 34 (S)-1-(3-Ethoxy-4-Methoxyphenyl)-2-(Methylsulfonyl)ethylaMine N-acetyl-L-leucine salt Apremilast Impurity 28

3-nitro-2-Carboxyl methyl benzoate

1-Methyl-3-nitrophthalate

3-Nitro-1,2-Benzenedi-Carboxylic Acid Monomethyl Ester

3-Nitro-1,2-benzenedicarboxylic acid 1-methyl ester

METHYL2-CARBOXY-3-NITROBENZOATE

Methyl 3-nitro-2-carboxyl benzoate

3-Nitro-phthalic acid 1-Methyl ester

2-(Methoxycarbonyl)-6-nitrobenzoic acid

2-NITRO-6-METHOXYCARBONYL BENZOIC ACID

1,2-BENZENEDICARBOXYLIC ACID, 3-NITRO-1-METHYL ESTER

2-Methoxyxcarbonyl-6-nitrobenzoic acid

3 - nitro - 2 - carboxyl Methyl benzoic acid

)-6-nitrobenzoic Acid

Apremilast Impurity 85

1-Methyl 3-nitro-1,2-benzenedicarboxylate

2-methoxycarbonyl-6-nitrobenzoicaci

Sitagliptin Impurity 1-d4

Azilsartan SM1-B

21606-04-2