N-Benzyl-2-chloroacetamide

Base Information

• Chemical Name: N-Benzyl-2-chloroacetamide
• CAS No.: 2564-06-9
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Hs Code.: 2924299090
• European Community (EC) Number: 813-125-8
• NSC Number: 60743
• DSSTox Substance ID: DTXSID90180325
• Nikkaji Number: J443.955D
• Wikidata: Q72440880
• ChEMBL ID: CHEMBL3244845
• Mol file: 2564-06-9.mol

Synonyms:N-Benzyl-2-chloroacetamide;2564-06-9;N-Benzylchloroacetamide;2-Chloro-N-benzylacetamide;Acetamide, 2-chloro-N-(phenylmethyl)-;N-(Chloroacetyl)benzylamine;2-Chloro-N-(phenylmethyl)acetamide;Acetamide, N-benzyl-2-chloro-;N-Benzyl-2-chloro-acetamide;CCRIS 1828;MFCD00084929;NSC 60743;BRN 2091813;AI3-23530;N1-Benzyl-2-chloroacetamide;NSC60743;chloroacetylbenzylamine;N-benzyl chloroacetamide;Enamine_005418;N-Chloroacetylbenzylamine;N-benzyl-alpha-chloroacetamide;N-Benzyl-2-chloroacetamide #;SCHEMBL2636120;CHEMBL3244845;DTXSID90180325;JS-106C;HMS1409G06;2-Chloro-N-benzylacetamide, 97%;AMY27842;NSC-60743;STK386819;AKOS000265716;LS-8225;BB 0243212;C3749;CS-0033864;FT-0678543;EN300-01745;S11886;AE-641/00568031;J-016082;J-523464;Z56896328;F0307-0229

Chemical Property of N-Benzyl-2-chloroacetamide

Chemical Property:

• Vapor Pressure: 1.36E-05mmHg at 25°C
• Melting Point: 93-96 °C(lit.)
• Refractive Index: 1.539
• Boiling Point: 367.5 °C at 760 mmHg
• PKA: 14.25±0.46(Predicted)
• Flash Point: 176 °C
• PSA: 29.10000
• Density: 1.176 g/cm³
• LogP: 1.93250
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 183.0450916
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

98%, ^*data from raw suppliers

N-Benzyl-2-chloroacetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)CCl
• Uses: 2-Chloro-N-benzylacetamide may be used in the preparation of: 2-[4-(Aryl substituted) piperazin-1-yl]-N-benzylacetamides by reacting with corresponding arylpiperazines.N-Methylacetamide and N-benzylacetamide by reacting with di-tert-butyl 1,4,7-triazacyclononane-1,4-diacetate.bis[N-Benzyl-2-(quinolin-8-yl-oxy)acetamide] monohydrate by reacting with 8-hydroxyquinoline.N-Benzyl-2-(1H-imidazol-1-yl)acetamide by reacting with imidazole. N-Benzyl-2-chloroacetamide can be nerve rehabilitation effect for treating cerebral apoplexy.

Technology Process of N-Benzyl-2-chloroacetamide

There total 18 articles about N-Benzyl-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%

chloroacetyl chloride (79-04-9) + benzylamine (100-46-9) → N-benzyl-2-chloroacetamide (2564-06-9)

Guidance literature:

In dichloromethane;

DOI:10.1016/j.tetlet.2003.09.216

Reference yield: 99.0%

→ N-benzyl-2-chloroacetamide (2564-06-9)

Guidance literature:

Reference yield: 98.0%

chloroacetonitrile (107-14-2) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-2-chloroacetamide (2564-06-9)

Guidance literature:

With magnesium hydrogen sulfate; at 90 ℃; for 1h;

DOI:10.1081/SCC-100104410

upstream raw materials:

chloroacetic acid ethyl ester

benzylamine

chloroacetyl chloride

2-Chloro-N-(hydroxymethyl)acetamide

Downstream raw materials:

N-(piperidinoacetyl)benzylamine

N-benzyl-2-(dimethylamino)acetamide

N-<(N',N'-diethylamino)acetyl>benzylamine

S-(N-Benzyl-carbamoylmethyl)-L-cystein

Refernces

• 1、 Langlois,Husson,Potier. "Aziridines: a new method of preparation". . p. 2085 - 2088. Retrieved 1969.
• 2、 Hosseinpoor, Hona,Moghadam Farid, Sara,Iraji, Aida,Askari, Sadegh,Edraki, Najmeh,Hosseini, Samanesadat,Jamshidzadeh, Akram,Larijani, Bagher,Attarroshan, Mahshid,Pirhadi, Somayeh,Mahdavi, Mohammad,Khoshneviszadeh, Mehdi. "Anti-melanogenesis and anti-tyrosinase properties of aryl-substituted acetamides of phenoxy methyl triazole conjugated with thiosemicarbazide: Design, synthesis and biological evaluations". . . Retrieved 2021/06/21.
• 3、 Bathini, Nagendra Babu,Godugu, Chandraiah,Guggilapu, Sravanthi Devi,Kadagathur, Manasa,Pooladanda, Venkatesh,Sigalapalli, Dilep Kumar,Tangellamudi, Neelima D.,Uppu, Jaya Lakshmi. "Novel chromenyl-based 2-iminothiazolidin-4-one derivatives as tubulin polymerization inhibitors: Design, synthesis, biological evaluation and molecular modelling studies". . . Retrieved 2020/09/01.