tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate
• CAS No.: 163798-87-6
• Molecular Formula: C13H15ClN2O2
• Molecular Weight: 266.727
• Hs Code.: 2933990090
• UNII: T7JR65BH6J
• DSSTox Substance ID: DTXSID60578679
• Wikidata: Q82468981
• Mol file: 163798-87-6.mol

Synonyms:163798-87-6;tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate;1-(tert-Butoxycarbonyl)-2-(chloromethyl)-benzimidazole;TERT-BUTYL 2-(CHLOROMETHYL)-1H-BENZIMIDAZOLE-1-CARBOXYLATE;tert-butyl 2-(chloromethyl)benzimidazole-1-carboxylate;1H-Benzimidazole-1-carboxylic acid, 2-(chloromethyl)-, 1,1-dimethylethyl ester;MFCD10697638;1-(tert-butoxycarbonyl)-2-(chloromethyl)benzimidazole;1,1-dimethylethyl 2-(chloromethyl)-1H-benzimidazole-1-carboxylate;1-Boc-2-chloromethylbenzimidazole;tert-butyl2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate;T7JR65BH6J;n-boc-chloromethylbenzimidazole;SCHEMBL368032;N-BOC-chloromethyl benzimidazole;DTXSID60578679;YNZUHDHIWWRGOR-UHFFFAOYSA-N;AMY25027;BCP14825;CS-M0361;1-Boc-2-(chloromethyl)benzimidazole;AKOS005198692;AB60130;FD-0036;SY065622;1-Boc-2-(chloromethyl)-1H-benzo[d]imidazole;N-(t-butoxycarbonyl)-2-chloromethylbenzimidazole;A854197;J-524410;n-(tert-butoxycarbonyl)-2-chloromethylbenzimidazole;1-tert-Butoxycarbonyl-2-chloromethyl-1H-benzimidazole;2-Chloromethyl-benzimidazole-1-carboxylic acid tert-butyl ester;2-chloromethyl-benzimidazole-l-carboxylic acid tert-butyl ester;tert-butyl 2-(chloromethyl)-1H-1,3-benzodiazole-1-carboxylate;2-chloromethyl-benzoimidazole-1-carboxylic acid tert-butyl ester;2-chloromethyl-benzoimidazole-1-carboxylic acid-tert-butyl ester

Chemical Property of tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate

Chemical Property:

• Boiling Point: 377.6±44.0 °C(Predicted)
• PKA: 2.01±0.10(Predicted)
• PSA: 44.12000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 3.55830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 266.0822054
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

97% ^*data from raw suppliers

1-(tert-Butoxycarbonyl)-2-(chloromethyl)-benzimidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2=CC=CC=C2N=C1CCl

Technology Process of tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate

There total 3 articles about tert-Butyl 2-(chloromethyl)-1H-benzo[d]imidazole-1-carboxylate 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: 91.0%

2-chloromethyl-1H-benzimidazole (4857-04-9) + di-tert-butyl dicarbonate (24424-99-5) → 1-Boc-2-chloromethylbenzimidazole (163798-87-6)

Guidance literature:

With triethylamine; dmap; In dichloromethane; at 0 ℃; for 2h;

Reference yield:

2-chloromethyl-1H-benzimidazole (4857-04-9) + EtOAc-hexanes + CH2Cl2.H2O + di-tert-butyl dicarbonate (24424-99-5) → 1-Boc-2-chloromethylbenzimidazole (163798-87-6)

Guidance literature:

With triethylamine; In tetrahydrofuran;

Reference yield:

1,2-diamino-benzene (95-54-5) → 1-Boc-2-chloromethylbenzimidazole (163798-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water / 7.5 h / Reflux

2: dmap; triethylamine / dichloromethane / 2 h / 20 °C

With hydrogenchloride; dmap; triethylamine; In dichloromethane; water;

upstream raw materials:

2-chloromethyl-1H-benzimidazole

di-tert-butyl dicarbonate

1,2-diamino-benzene

Downstream raw materials:

AMD₀₇₀

2-(methylaminomethyl)benzimidazole

N-((1H-benzo[d]imidazol-2-yl)methyl)-N-benzyl-4-((benzylamino)-methyl)benzenesulfonamide trifluoroacetate

4-((((1H-benzo[d]imidazol-2-yl)methyl)(5,6,7,8-tetrahydroquinolin-8-yl)amino)methyl)-N'-phenylbenzohydrazide