1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

Base Information

• Chemical Name: 1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one
• CAS No.: 62780-89-6
• Molecular Formula: C10H11ClN2O
• Molecular Weight: 210.663
• Hs Code.: 29339980
• European Community (EC) Number: 263-731-6
• DSSTox Substance ID: DTXSID90211845
• Nikkaji Number: J307.132D
• Mol file: 62780-89-6.mol

Synonyms:62780-89-6;1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one;1-(3-Chloropropyl)-1H-benzo[d]imidazol-2(3H)-one;3-(3-chloropropyl)-1H-benzimidazol-2-one;1-(3-Chloropropyl)-2-benzimidazolidinone;EINECS 263-731-6;1-(3-chloropropyl)-1,3-dihydrobenzimidazol-2-one;3-(3-chloropropyl)-2,3-dihydro-1h-benzimidazole-2-one;1-(3-chloropropyl)-2,3-dihydro-1H-1,3-benzodiazol-2-one;1-(3-Chloropropyl)-1,3-Dihydro-2H-Benzimidazole-2-One;Domperidone Impurity 1;ChemDiv2_000053;SCHEMBL318787;SCHEMBL8185591;DTXSID90211845;GUMPYDGUYXOYML-UHFFFAOYSA-N;HMS1369C09;N-(3-chloropropyl)-benzimidazolone;AMY40874;BCP34402;BBL011730;MFCD00044896;STK802544;AKOS000121336;AC-3215;BS-9881;CS-T-12476;BB 0242378;CS-0237003;EU-0066726;FT-0640851;EN300-17637;F87303;1-(3-Chloropropyl)-1H-benzoimidazole-2(3H)-one;A868364;1(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one;1-(3-chloro propyl)-2,3-dihydro-1H-benzimidazol-2-one;1-(3-Chloro-propyl)-1,3-dihydro-benzoimidaz ol-2-one;1-(3-chloropropyl)-1,3-dihydro-2-oxo-2H-benzimidazole;1-(3-chloropropyl)-1,3-dihydro-2H-bezimidazol-2-one;1-(3-choropropyl)-1,3-dihydro-2H-benzimidazol-2-one;1-(3-chloropropyl)-1,3-dihydro-2H-1,3-benzimidazol-2-one;1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, AldrichCPR

Chemical Property of 1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

Chemical Property:

• Appearance/Colour: White to slightly beige powder
• Vapor Pressure: 0.017Pa at 25℃
• Melting Point: 115-125 °C
• Refractive Index: 1.57
• Boiling Point: 377oC
• PKA: 12.11±0.30(Predicted)
• PSA: 37.79000
• Density: 1.257 g/cm³
• LogP: 1.95850
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 210 mg/L (20 ºC)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 210.0559907
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Chloropropyl)-1,3-dihydrobenzimidazol-2-one(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 22-41-37/38-25
• Safety Statements: 38-28A-45-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=O)N2CCCCl
• Uses: 1-(3-Chloropropyl)-1,3-dihydrobenzimidazol-2-one is a benzimidazole derivative used in the preparation of neuroleptic and antiallergic agents.

Technology Process of 1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one

There total 6 articles about 1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-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: 92.0%

1-(3-chloropropyl)-1,3-dihydro-3-(1-methylethenyl)-2H-benzimidazol-2-one (62780-84-1) → 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one (62780-89-6)

Guidance literature:

With phosphoric acid; propiononitrile; at 75 ℃; for 4h; Concentration; Temperature;

Reference yield:

1-(3-chloropropyl)2-nitroaniline (62781-00-4) → 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one (62780-89-6)

Guidance literature:

Multi-step reaction with 3 steps

1: xylene / 18 h / Heating

2: H₂ / 10percent Pd/C / methanol / 4 h

3: CaCl₂ / 1.5 h / 210 °C

With hydrogen; calcium chloride; palladium on activated charcoal; In methanol; xylene;

DOI:10.1007/BF00798789

Reference yield:

(3-Chloro-propyl)-(2-nitro-phenyl)-carbamic acid ethyl ester (100460-82-0) → 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one (62780-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 4 h

2: CaCl₂ / 1.5 h / 210 °C

With hydrogen; calcium chloride; palladium on activated charcoal; In methanol;

DOI:10.1007/BF00798789

upstream raw materials:

1,3-dihydro-1-(1-methylethenyl)-2H-benzimidazol-2-one

1.3-chlorobromopropane

(2-Amino-phenyl)-(3-chloro-propyl)-carbamic acid ethyl ester

1-(3-chloropropyl)2-nitroaniline

Downstream raw materials:

oxatomide

1-{3-[4-(4-chloro-phenyl)-4-hydroxy-piperidin-1-yl]-propyl}-1,3-dihydro-benzoimidazol-2-one

8-[3-(2-oxo-2,3-dihydro-benzoimidazol-1-yl)-propyl]-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one

domperidone

Refernces

• 1、 -. "Synthesis method of domperidone drug intermediate 1-(3-chloropropyl)-benzimidazolyl-2-one". Paragraph 0008; 0020. . Retrieved 2016/11/21.
• 2、 Jilek, Jiri,Holubek, Jiri,Svatek, Emil,Metys, Jan,Frycova, Hana,et al.. "TRICYCLIC ANALOGUES OF THE ANTIALLERGIC AGENT OXATOMIDE: 1-(3-(4-(10,11-DIHYDRO-5H-DIBENZOCYCLOHEPTENE-5-YL)-1-PIPERAZINYL)PROPYL)-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE AND THE RELATED 6,11-DIHYDRODIBENZOTHIEPIN, 4,9-DIHYDROTHIENO-2-BENZOTHIEPIN, AND ...". . p. 870 - 883. Retrieved 2007/10/02.