2-Chloroacetanilide

Base Information

• Chemical Name: 2-Chloroacetanilide
• CAS No.: 587-65-5
• Molecular Formula: C8H8 Cl N O
• Molecular Weight: 169.611
• Hs Code.: 2921420090
• European Community (EC) Number: 209-604-0
• NSC Number: 311
• UNII: 2R6RM9R0W8
• DSSTox Substance ID: DTXSID3041409
• Nikkaji Number: J33.441C
• Wikidata: Q27255499
• ChEMBL ID: CHEMBL2164307
• Mol file: 587-65-5.mol

Synonyms:2-chloroacetanilide

Chemical Property of 2-Chloroacetanilide

Chemical Property:

• Melting Point: 136-139 °C(lit.)
• Boiling Point: 340 °C at 760 mmHg
• PKA: 12.90±0.70(Predicted)
• Flash Point: 159.5 °C
• PSA: 29.10000
• Density: 1.266 g/cm³
• LogP: 1.93690
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 169.0294416
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-N-phenylacetamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: C1=CC=C(C=C1)NC(=O)CCl
• Uses: 2-Chloro-N-phenylacetamide is used as a reagent in the synthesis of indolylmethylene benzo[h]thiazolo[2,3-b]quinazolinones which exhibit anticancer and antimicrobial activities in vitro. 2-Chloro-N-phenylacetamide may be used in the preparation of N,N′-(ethane-1,2-diyl)bis(2-(2-oxo-2-(phenylamino)ethoxy)benzamide), an amide podand. It may also be used to prepare phenylacetamide-based Schiff base ligands by reacting with corresponding hydrazones.

Technology Process of 2-Chloroacetanilide

There total 49 articles about 2-Chloroacetanilide 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: 98.0%

Chloroiodomethane (593-71-5) + phenyl isocyanate (103-71-9) → N-chloroacetyl-aniline (587-65-5)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -78 ℃;

DOI:10.1039/c3cc44255a

Reference yield: 95.0%

aniline (62-53-3) → N-chloroacetyl-aniline (587-65-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; chloroacetyl chloride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1039/d1md00187f

Reference yield: 92.0%

chloroacetic acid ethyl ester (105-39-5) + aniline (62-53-3) → N-chloroacetyl-aniline (587-65-5)

Guidance literature:

With aluminum (III) chloride; triethylamine; at 25 ℃; for 0.25h; chemoselective reaction;

DOI:10.1007/s11164-012-0517-x

upstream raw materials:

glycolanilide

phenyl isothiocyanate

chloroacetic acid

Chloroacetic anhydride

Downstream raw materials:

N-phenyl-N-(2-piperidin-1-yl)acetamide

1-methyl-2-(phenylcarbamoyl-methylsulfanyl)-quinolinium; chloride

2-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-yl)-2-phenyl-acetamide

N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-glycin-anilide