93-27-6

Basic information

• Product Name: N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE
• Synonyms: N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE;2-Methoxy-4-nitroacetaniline;n-(2-methoxy-4-nitrophenyl)-acetamid;2'-Methoxy-4'-nitroacetanilide;N-(2-methoxy-4-nitro-phenyl)ethanamide;AcetaMide, N-(2-Methoxy-4-nitrophenyl)-;2-Acetylamino-5-nitroanisole
• CAS NO: 93-27-6
• Molecular Formula: C₉H₁₀N₂O₄
• Molecular Weight: 210.19
• EINECS: 202-234-0
• Mol File: 93-27-6.mol
• Article Data: 13

Chemical Properties

• Melting Point: 139.5-140.5 °C(Solv: methanol (67-56-1))
• Boiling Point: 409.5 °C at 760 mmHg
• Flash Point: 201.4 °C
• Appearance: /
• Density: 1.327 g/cm³
• Vapor Pressure: 6.49E-07mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.29±0.70(Predicted)
• CAS DataBase Reference: N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE(93-27-6)
• EPA Substance Registry System: N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE(93-27-6)

Safety Data

• Hazardous Substances Data: 93-27-6(Hazardous Substances Data)

Usage

General Description

N-(2-Methoxy-4-nitrophenyl)acetamide is a chemical compound with the molecular formula C9H10N2O4. It is commonly used as an intermediate in the synthesis of various pharmaceuticals and organic compounds. N-(2-METHOXY-4-NITROPHENYL)ACETAMIDE is an amide derivative of 2-methoxy-4-nitroaniline and acetic acid, and it is often used as a building block in the production of various drugs. It is a yellow crystalline solid with a molecular weight of 198.19 g/mol. N-(2-Methoxy-4-nitrophenyl)acetamide is primarily used in the pharmaceutical, chemical, and research industries for its utility in the synthesis of various compounds.

InChI:InChI=1/C9H10N2O4/c1-6(12)10-8-4-3-7(11(13)14)5-9(8)15-2/h3-5H,1-2H3,(H,10,12)

Upstream product

• 93-26-5 2-methoxyacetanilide 
• 108-24-7 acetic anhydride 
• 90-04-0 2-methoxy-phenylamine 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 77-78-1 dimethyl sulfate 
• 97-52-9 2-methoxy-4-nitrophenylamine 
• 75-36-5 acetyl chloride 
• 7697-37-2 nitric acid 
• 3962-77-4 2,5-dinitro-anisole 

Downstream Products

• 3251-56-7 2-methoxy-4-nitrophenol 
• 39184-85-5 thioacetic acid-(2-methoxy-4-nitro-anilide) 
• 66910-71-2 acetic acid-(2-methoxy-4,5-dinitro-anilide) 
• 861797-35-5 4-iodo-2-methoxyphenyl acetamide 
• 5329-15-7 N-(4-amino-2-methoxyphenyl)acetamide 
• 97-52-9 2-methoxy-4-nitrophenylamine 
• 15862-00-7 2-Methoxy-4-nitro-N-nitroso-acetanilid 
• 83209-82-9 N-<2-methoxy-4-<(methylsulfonyl)amino>phenyl>acetamide 
• 87223-51-6 C₁₄H₁₈N₄O₆ 
• 106994-15-4 N-(4-amino-5-methoxy-2-nitrophenyl)-N-(2-propenyl)methanesulfonamide 
• 116911-55-8 N-(4-acetamido-5-mthoxy-2-nitrophenyl)methanesulfonamide 
• 116911-56-9 N-(4-acetamido-5-methoxy-2-nitrophenyl)-N-(2-propenyl)methanesulfonamide 
• 106994-16-5 2-methoxy-5-nitro-4-phenylhydrazone of ethyl 2-oxobutenoate 
• 116911-57-0 2-[4-(Allyl-methanesulfonyl-amino)-2-methoxy-5-nitro-phenylazo]-2-ethyl-3-oxo-butyric acid ethyl ester 

Relevant articles and documents

Method for continuously synthesizing 2 -methoxy -4 - nitroacetanilide

The invention provides a method for continuously synthesizing 2 - methoxy -4 - nitroacetanilide, the method is carried out in a microreactor, and an o-methoxyacetanilide solution and a nitration reagent are continuously subjected to nitration reaction through a microreactor. The nitration reagent is a mixed liquid of sodium metabisulfite and nitric acid, and sodium metabisulfite is formed in the nitration reaction process. Compared with the prior art, the molar ratio of nitric acid and o-methoxyacetanilide is 0.005 - 0.04: 1.0 - 3.0: 1.0 2 - the nitration reaction temperature is -4 - 0.5 - 3 min; and the nitration reaction temperature is 30 - 70 °C. and the process efficiency is remarkably improved compared with the prior art.

Preparation method of 2-methoxy-4-nitroaniline

The invention discloses a preparation method of 2-methoxy-4-nitroaniline. The preparation method comprises the following steps of: carrying out acetylation reaction of o-methoxyaniline and acetic acid, discharging water generated in the acetylation reaction process from a reaction system, dropwisely adding fuming nitric acid into the prepared acetic acid solution of the o-methoxyacetanilide to carry out nitration reaction, adding deionized water after the nitration reaction is finished and then filtering, adding the prepared 2-methoxy-4-nitroaniline into an alkali solution to carry out hydrolysis reaction; after the hydrolysis reaction is finished, cooling the prepared reaction solution, and filtering to obtain 2-methoxy-4-nitroaniline. By adopting the method to synthesize 2-methoxy-4-nitroaniline, the acylation reaction cost is low, the nitration reaction selectivity is high, the discharge of three wastes is reduced, the production cost is reduced, the product purity is high, the yield is high, and the 2-methoxy-4-nitroaniline has a good industrial application value.

Regioselective ortho-nitration of N-phenyl carboxamides and primary anilines using bismuth nitrate/acetic anhydride

An efficient and one-pot synthetic method for the regioselective ortho-nitration of the N-phenyl carboxamides and primary anilines has been developed by using bismuth nitrate and acetic anhydride as the nitrating reagents. Reaction proceeds at room temperature and results in corresponding ortho-nitrated products in moderate to excellent yields. This method provides an operationally simple, regioselective, and efficient access to synthesize o-nitro anilines under the mild conditions.