4'-(Chloroacetyl)acetanilide

Base Information

• Chemical Name: 4'-(Chloroacetyl)acetanilide
• CAS No.: 140-49-8
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Hs Code.: 2925190090
• European Community (EC) Number: 205-416-8
• NSC Number: 768
• UNII: 87IAK033NK
• DSSTox Substance ID: DTXSID4020294
• Nikkaji Number: J33.442A
• Wikidata: Q27145911
• ChEMBL ID: CHEMBL1408847
• Mol file: 140-49-8.mol

Synonyms:140-49-8;4'-(Chloroacetyl)acetanilide;4'-ACETAMIDO-2-CHLOROACETOPHENONE;N-[4-(2-Chloroacetyl)phenyl]acetamide;1-Acetamido-4-chloroacetylbenzene;p-Acetamidophenacyl chloride;4-(Chloroacetyl)acetanilide;4'-(Chloroacetyl)-acetanilide;1-Acetylamino-4-chloroacetylbenzene;p-(Acetylamino)phenacyl chloride;NCI-C03770;4'-CHLOROACETYL(ACETANILIDE);Acetanilide, 4'-(chloroacetyl)-;4-Chloroacetylacetanilide;N-[4-(chloroacetyl)phenyl]acetamide;Acetamide, N-[4-(chloroacetyl)phenyl]-;N-(4-(Chloroacetyl)phenyl)acetamide;4'-Chloroacetyl (acetanilide);Acetamide, N-(4-(chloroacetyl)phenyl)-;NSC 768;CCRIS 130;4-Acetamido-2-chloroacetophenone;HSDB 4110;EINECS 205-416-8;4-Chloroacetyl acetanilide;4-acetaminophenacyl chloride;BRN 2724140;UNII-87IAK033NK;4-acetylaminophenacyl chloride;87IAK033NK;Acetamide, N-[4-(2-chloroacetyl)phenyl]-;4/'-(Chloroacetyl)-acetanilide;DTXSID4020294;CHEBI:76355;NSC-768;4'-(2-Chloroacetyl)acetanilide;N-(4-(2-chloroacetyl)phenyl)acetamide;Acetamide, N-(4-(2-chloroacetyl)phenyl)-;4'-[Chloroacetyl]acetanilide;1-14-00-00367 (Beilstein Handbook Reference);DTXCID20294;CAS-140-49-8;4-(2-Chloroacetyl)acetanilide;p-chloroacetylacetanilide;p-Acetaminophenacylchlorid;p-acetamidophenacyl cloride;WLN: G1VR DMV1;4'-(Chloracetyl)acetanilide;MLS002454375;p-(2-chloroacetyl)acetanilide;4\'-(chloroacetyl)acetanilide;NSC768;SCHEMBL1273600;CHEMBL1408847;n-(4-chloroacetylphenyl)acetamide;HMS3039D03;4-ACETAMIDOPHENACYL CHLORIDE;BCP20761;Tox21_201314;Tox21_302954;BBL027954;LS-818;MFCD00040869;STK802190;AKOS000200680;2-chloro-1-(4-acetamidophenyl)ethanone;4'-(2-Chloroacetyl)acetanilide, 97%;NCGC00091384-01;NCGC00091384-02;NCGC00091384-03;NCGC00091384-04;NCGC00091384-05;NCGC00256406-01;NCGC00258866-01;AS-17309;SMR001371996;N-[4-(2-Chloroacetyl)phenyl]acetamide #;N-[4-(2-Chloro-acetyl)-phenyl]-acetamide;4'-CHLOROACETYL(ACETANILIDE) [HSDB];CS-0204309;FT-0631813;EN300-05225;AE-641/30206027;W-108205;Q27145911;Z56914790

Chemical Property of 4'-(Chloroacetyl)acetanilide

Chemical Property:

• Appearance/Colour: Odorless yellow-orange solid or brown powder
• Melting Point: 216-219 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 432.48 °C at 760 mmHg
• PKA: 14.46±0.70(Predicted)
• Flash Point: 215.357 °C
• PSA: 46.17000
• Density: 1.279 g/cm³
• LogP: 2.13950
• Water Solubility.: <0.1 g/100 mL at 19℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

4-Chloroacetylacetanilide 98 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)C(=O)CCl

Technology Process of 4'-(Chloroacetyl)acetanilide

There total 5 articles about 4'-(Chloroacetyl)acetanilide 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: 90.3%

→ N-[4-(chloroacetyl)phenyl]acetamide (140-49-8)

Guidance literature:

Reference yield:

chloroacetyl chloride (79-04-9) + Acetanilid (103-84-4) → N-[4-(chloroacetyl)phenyl]acetamide (140-49-8)

Guidance literature:

With carbon disulfide; aluminium trichloride;

Reference yield:

4-(N-acetylamino)acetophenone (2719-21-3,150667-24-6) → N-[4-(chloroacetyl)phenyl]acetamide (140-49-8) + N-[2-chloro-4-acetyl-phenyl]-acetamide (54839-95-1)

Guidance literature:

With tetraethylammonium chloride; trichloroacetonitrile; In acetonitrile; at 23 ℃; for 2h; Overall yield = 96 percent; Overall yield = 40.5 mg; Electrochemical reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00704

upstream raw materials:

p-aminobenzophenone

chloroacetyl chloride

Acetanilid

4-(N-acetylamino)acetophenone

Downstream raw materials:

4-(2-methylthiazol-4-yl)benzenamine

4-[2-(4-chloro-phenyl)-thiazol-4-yl]-aniline

4-[2-(4-nitro-phenyl)-thiazol-4-yl]-aniline

4-(4'-acetamido-phenyl)-2-(phenylamino)-thiazole

Refernces

• 1、 -. "Substituted hydrochromenopyrroles". . . Retrieved 2008/06/13.
• 2、 Hargrave, Karl D.,Hess, Friedrich K.,Oliver, James T.. "N-(4-Substituted-thiazolyl)oxamic Acid Derivatives, a New Series of Potent, Orally Actve Antiallergy Agents". . p. 1158 - 1163. Retrieved 2007/10/02.