Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]-

Base Information

• Chemical Name: Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]-
• CAS No.: 2243-69-8
• Molecular Formula: C10H10N2O5
• Molecular Weight: 238.2
• Hs Code.: 2924299090
• NSC Number: 1325
• DSSTox Substance ID: DTXSID40277239
• Nikkaji Number: J96.170A
• Wikidata: Q82008261
• Mol file: 2243-69-8.mol

Synonyms:2243-69-8;Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]-;(4-acetamido-3-nitrophenyl) acetate;4-(acetylamino)-3-nitrophenyl acetate;4-ACETOXY-1-ACETYLAMINO-2-NITRO-BENZENE;4-Acetoxy-1-acetylamino-2-nitrobenzene;4-ACETAMIDO-3-NITROPHENYL ACETATE;NSC1325;NSC 1325;SCHEMBL6500093;4-acetamido-3-nitrophenylacetate;DTXSID40277239;4-Acetamide-3-nitrophenyl acetate;NSC-1325;AKOS004905014;4-(Acetylamino)-3-nitrophenol acetate;AB04052;FT-0661062;F18282;J-014717

Chemical Property of Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]-

Chemical Property:

• Melting Point: 144-146°C
• Boiling Point: 439.6 °C at 760 mmHg
• Flash Point: 219.6 °C
• PSA: 101.22000
• Density: 1.384 g/cm³
• LogP: 2.07470
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Dichloromethane, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 238.05897142
• Heavy Atom Count: 17
• Complexity: 325

Purity/Quality:

99%, ^*data from raw suppliers

4-Acetoxy-1-acetylamino-2-nitrobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=C(C=C1)OC(=O)C)[N+](=O)[O-]

Technology Process of Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]-

There total 7 articles about Acetamide, N-[4-(acetyloxy)-2-nitrophenyl]- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.0%

4-acetoxyacetanilide (2623-33-8) → 4-acetamido-3-nitrophenyl acetate (2243-69-8)

Guidance literature:

With nitric acid; at 18 ℃; for 1.5h;

Reference yield: 73.0%

acetic acid (64-19-7,77671-22-8) + Acetanilid (103-84-4) → 4-acetamido-3-nitrophenyl acetate (2243-69-8)

Guidance literature:

With boron trifluoride diethyl etherate; nitric acid; bis-[(trifluoroacetoxy)iodo]benzene; In water; at 40 ℃; for 1.5h; Reagent/catalyst;

DOI:10.1021/acs.joc.8b02636

Reference yield: 55.0%

acetic acid (64-19-7,77671-22-8) + Acetanilid (103-84-4) → 4-acetoxyacetanilide (2623-33-8) + 4-acetamido-3-nitrophenyl acetate (2243-69-8)

Guidance literature:

With boron trifluoride diethyl etherate; nitric acid; bis-[(trifluoroacetoxy)iodo]benzene; In water; at 40 ℃; for 0.5h;

DOI:10.1021/acs.joc.8b02636

upstream raw materials:

4-acetoxyacetanilide

o-azidonitrobenzene

acetic acid

nitric acid

Downstream raw materials:

Pentabromophenol

4-{acetyl[2-chloro-4-(pentyloxy)benzyl]amino}-3-nitrophenyl acetate

acetic acid-(1-acetyl-1H-benzotriazol-5-yl ester)

4-nitro-1H-benzotriazol-5-ol

Refernces

• 1、 Wan, Yameng,Zhang, Zhiguo,Ma, Nana,Bi, Jingjing,Zhang, Guisheng. "Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation". . p. 780 - 791. Retrieved 2019/01/24.
• 2、 Han, Gyoonhee,Shin, Kye Jung,Kim, Dong Chan,Yoo, Kyung Ho,Kim, Dong Jin,Park, Sang Woo. "A New Synthetic Route to 6,7-Dichloro-5,8-quinoxalinedione and Synthesis of Its Derivatives". . p. 2495 - 2502. Retrieved 2007/10/03.