2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole

Base Information

• Chemical Name: 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole
• CAS No.: 7724-48-3
• Molecular Formula: C10H10N2
• Molecular Weight: 158.203
• Hs Code.: 2933990090
• European Community (EC) Number: 231-770-8
• NSC Number: 110388
• DSSTox Substance ID: DTXSID40227976
• Nikkaji Number: J326.534J
• Wikidata: Q83107822
• ChEMBL ID: CHEMBL2140194
• Mol file: 7724-48-3.mol

Synonyms:2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole;7724-48-3;2,3-Dihydro-1H-pyrrolo(1,2-a)benzimidazole;1H-Pyrrolo[1,2-a]benzimidazole,2,3-dihydro-;MLS002704227;EINECS 231-770-8;MFCD01117053;2,7-Diazatricyclo[6.4.0.0,2,6]dodeca-1(8),6,9,11-tetraene;1H-Pyrrolo(1,2-a)benzimidazole, 2,3-dihydro-;1H-Pyrrolo[1,2-a]benzimidazole, 2,3-dihydro-;NSC110388;BAS 01215711;2,3-Dihydro-1H-benzo[d]pyrrolo[1,2-a]imidazole;SCHEMBL503163;CHEMBL2140194;DTXSID40227976;HMS1673I01;STK390173;AKOS000298430;NSC 110388;NSC-110388;SMR001570932;BB 0244862;CS-0237756;FT-0715489;2,3-Dihydro-ih-pyrrolo[1,2-a] benzimidazole;EN300-186750;2,3-Dihydro-1H-benzo[d]pyrrolo[1,2-a]imidaz ole;W-110235;Z1198156372;2,7-diazatricyclo[6.4.0.0,2,6]dodeca-1(12),6,8,10-tetraene;2,7-diazatricyclo[6.4.0.0?,?]dodeca-1(12),6,8,10-tetraene

Chemical Property of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole

Chemical Property:

• Vapor Pressure: 0.000155mmHg at 25°C
• Melting Point: 115 °C(Solv: ethyl acetate (141-78-6))
• Refractive Index: 1.705
• Boiling Point: 341.9 °C at 760 mmHg
• PKA: 5.87±0.20(Predicted)
• Flash Point: 160.6 °C
• PSA: 17.82000
• Density: 1.28 g/cm³
• LogP: 1.98250
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 158.084398327
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

2,7-diazatricyclo[6.4.0.0,2,6]dodeca-1(12),6,8,10-tetraene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=NC3=CC=CC=C3N2C1

Technology Process of 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole

There total 55 articles about 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole 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: 96.0%

N-phenyl-3,4-dihydro-2H-pyrrol-5-amine (1199-80-0) → 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole (7724-48-3)

Guidance literature:

With phenyliodine(III) diacetate; caesium carbonate; In 2,2,2-trifluoroethanol; at 25 ℃; for 2h;

DOI:10.1002/chem.201202271

Reference yield: 93.0%

2-bromo-N-[pyrrolidin-2-ylidene]aniline (745027-43-4) → 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole (7724-48-3)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In acetonitrile; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2012.02.027

Reference yield: 93.0%

2-(3-chloropropyl)-1H-benzo[d]imidazole (127855-54-3) → 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazole (7724-48-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere; Reflux;

DOI:10.1021/ol301472a

upstream raw materials:

4-butanolide

1,2-diamino-benzene

(3-Fluoro-phenyl)-pyrrolidin-(2Z)-ylidene-amine

carbon monoxide

Downstream raw materials:

2-(pyrrolidin-1-yl)-phenylamine

1,2,3,4,5,6-hexahydro-benzo[b][1,4]diazocine

Refernces

• 1、 Foss, Frank W.,Palacios, Philip M.,Pierce, Brad S.,Thapa, Pawan,Tran, Tam. "1,2-Disubstituted Benzimidazoles by the Iron Catalyzed Cross-Dehydrogenative Coupling of Isomeric o-Phenylenediamine Substrates". . p. 1991 - 2009. Retrieved 2020/03/13.
• 2、 Li, Qian-Yu,Cheng, Shi-Yan,Tang, Hai-Tao,Pan, Ying-Ming. "Synthesis of rutaecarpine alkaloids: Via an electrochemical cross dehydrogenation coupling reaction". supporting information. p. 5517 - 5520. Retrieved 2019/10/28.