N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide

Base Information

• Chemical Name: N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide
• CAS No.: 85590-94-9
• Molecular Formula: C₁₁H₁₀ClNO₄
• Molecular Weight: 255.658
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID80358955
• Wikidata: Q82139900
• Mol file: 85590-94-9.mol

Synonyms:85590-94-9;N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide;N-(6-acetyl-2H-1,3-benzodioxol-5-yl)-2-chloroacetamide;N-(6-Acetylbenzo[d][1,3]dioxol-5-yl)-2-chloroacetamide;SCHEMBL19994519;DTXSID80358955;MFCD00246048;AKOS001083083;MS-7419;UPCMLD0ENAT5233962:001;EN300-10963;N-(6-acetyl-1,3-dioxaindan-5-yl)-2-chloroacetamide;Z57036271;N-(6-Acetylbenzo[d]1,3-dioxolen-5-yl)-2-chloroacetamide

Chemical Property of N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide

Chemical Property:

• Vapor Pressure: 1.85E-09mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 482.3 °C at 760 mmHg
• Flash Point: 245.5 °C
• PSA: 64.63000
• Density: 1.447 g/cm³
• LogP: 1.86820
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.0298355
• Heavy Atom Count: 17
• Complexity: 323

Purity/Quality:

99%min ^*data from raw suppliers

N-(6-Acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC2=C(C=C1NC(=O)CCl)OCO2

Technology Process of N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide

There total 2 articles about N-(6-acetyl-1,3-benzodioxol-5-yl)-2-chloroacetamide 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: 100.0%

→ N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (85590-94-9)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

Reference yield: 92.0%

2-amino-4,5-methylenedioxy-acetophenone (28657-75-2) + chloroacetyl chloride (79-04-9) → N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (85590-94-9)

Guidance literature:

With sodium carbonate; In dichloromethane; for 0.5h; Ambient temperature;

Reference yield: 72.0%

N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-2-chloroacetamide (85590-94-9) + 2'-acetyl-2-benzylamino-4',5'-methylenedioxyacetanilide (85590-96-1) → 2-{[2-(6-Acetylamino-benzo[1,3]dioxol-5-yl)-2-oxo-ethyl]-benzyl-amino}-N-(6-acetyl-benzo[1,3]dioxol-5-yl)-acetamide (85590-98-3)

Guidance literature:

With sodium carbonate; In acetonitrile; for 3h; Heating;

upstream raw materials:

2-amino-4,5-methylenedioxy-acetophenone

chloroacetyl chloride

Downstream raw materials:

2-{[2-(6-Acetylamino-benzo[1,3]dioxol-5-yl)-2-oxo-ethyl]-benzyl-amino}-N-(6-acetyl-benzo[1,3]dioxol-5-yl)-acetamide

2'-acetyl-2-anilino-4',5'-methylenedioxyacetanilide

2'-acetyl-2-benzylamino-4',5'-methylenedioxyacetanilide

(8-Methyl-[1,3]dioxolo[4,5-g]quinazolin-6-ylmethyl)-phenyl-amine

Refernces

• 1、 Bertha, F.,Fetter, J.,Lempert, K.,Moeller, J.. "THE SYNTHESIS OF SOME COMPLEX QUINAZOLINE DERIVATIVES CONTAINING ONE OR TWO QUINAZOLINE RINGS AND CARRYING AMINO, ACYLAMINO, ESTER AND/OR CARBAMATE FUNCTIONAL GROUPS IN THEIR SIDE CHAINS". . p. 213 - 224. Retrieved 2007/10/02.