1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one

Base Information

• Chemical Name: 1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one
• CAS No.: 52548-84-2
• Molecular Formula: C9H9ClN2O
• Molecular Weight: 196.63
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80394696
• Wikidata: Q72450044
• Mol file: 52548-84-2.mol

Synonyms:52548-84-2;1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one;3-(2-chloroethyl)-1H-benzimidazol-2-one;1-(2-Chloroethyl)-2,3-dihydrobenzimidazol-2-one;1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one;N-(2-Chloroethyl)-2-benzimidazolone;3-(2-CHLOROETHYL)BENZIMIDAZOLIDIN-2-ONE;2H-BENZIMIDAZOL-2-ONE,1-(2-CHLOROETHYL)-1,3-DIHYDRO-;1-(2-chloro-ethyl)-1,3-dihydro-benzoimidazol-2-one;SCHEMBL961132;DTXSID80394696;SFTJKCPNRHYWEO-UHFFFAOYSA-N;AMY14989;FD7371;MFCD03425533;AKOS006277827;N-(2-chloroethyl)-2-benzimidazolidinone;AS-77664;A7691;CS-0027382;FT-0654428;1-(2-chloroethyl)-1,3-dihydro-benzimidazol-2-one;1-(2-chloroethyl)-2,3-dihydro-1H-benzimidazol-2-one;1-(2-chloroethyl)-2,3-dihydro-2-oxo-1H-benzimidazole;1-(2-chloroethyl)-1,3-dihydro-2H-benzo[d]imidazol-2-one;1-(2-chloroethyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

Chemical Property of 1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one

Chemical Property:

• Melting Point: 150-152°C
• Refractive Index: 1.582
• PKA: 11.89±0.30(Predicted)
• PSA: 37.79000
• Density: 1.302 g/cm³
• LogP: 1.56840
• Storage Temp.: -20°C Freezer
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 196.0403406
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

97% ^*data from raw suppliers

3-(2-Chloroethyl)benzimidazolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)N2CCCl
• Uses: 3-(2-Chloroethyl)benzimidazolidin-2-one (cas# 52548-84-2) is a compound useful in organic synthesis.

Technology Process of 1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one

There total 3 articles about 1-(2-chloroethyl)-1H-benzo[d]imidazol-2(3H)-one 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: 8.0%

1-chloro-2-iodoethane (624-70-4) + 1H-benzimidazol-2-ol (615-16-7,102976-62-5) → 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one (52548-84-2)

Guidance literature:

1H-benzimidazol-2-ol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

1-chloro-2-iodoethane; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;

Reference yield:

1,3-dihydro-2H-benzimidazol-2-one (615-16-7) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one (52548-84-2) + 1,3-bis(2-chloroethyl)benzimidazolin-2-one (55470-74-1)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; Yield given. Multistep reaction. Yields of byproduct given; 1.) H₂O, room temp., 48 h, 2.) 100 deg C, 4 h;

DOI:10.1016/S0040-4020(97)00434-1

Reference yield:

→ 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one (52548-84-2)

Guidance literature:

2-Oxo-1-(2-hydroxy-ethyl)-benzimidazolin 1. SOCl2 in Bzl.+Py., 3 h 2. 0.5 n-HCl;

DOI:10.1039/jr9600000314

upstream raw materials:

1,3-dihydro-2H-benzimidazol-2-one

1,2-dichloro-ethane

1-chloro-2-iodoethane

1H-benzimidazol-2-ol

Downstream raw materials:

1-(2-{4-[(1R,3S)-6-Fluoro-3-(4-fluoro-phenyl)-indan-1-yl]-piperazin-1-yl}-ethyl)-1,3-dihydro-benzoimidazol-2-one