1,3-DIMETHYL-2-OXO-2,3-DIHYDRO-1H-BENZIMIDAZOLE-5-CARBALDEHYDE

Base Information

• Chemical Name: 1,3-DIMETHYL-2-OXO-2,3-DIHYDRO-1H-BENZIMIDAZOLE-5-CARBALDEHYDE
• CAS No.: 55241-49-1
• Molecular Formula: C10H10 N2 O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• Mol file: 55241-49-1.mol

Synonyms:5-Benzimidazolinecarboxaldehyde,1,3-dimethyl-2-oxo- (7CI); 1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carboxaldehyde

Chemical Property of 1,3-DIMETHYL-2-OXO-2,3-DIHYDRO-1H-BENZIMIDAZOLE-5-CARBALDEHYDE

Chemical Property:

• Vapor Pressure: 0.00023mmHg at 25°C
• Boiling Point: 325.5°C at 760 mmHg
• PKA: -2.13±0.20(Predicted)
• Flash Point: 148.8°C
• PSA: 44.00000
• Density: 1.278g/cm³
• LogP: 0.68950
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dimethyl-2-oxo-5-benzimidazolinecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,3-Dimethyl-2-oxo-5-benzimidazolinecarboxaldehyde is a useful reagent for synthesis and study of in vitro p38 structure acitivity of benzimidazolone inhibitors.

Technology Process of 1,3-DIMETHYL-2-OXO-2,3-DIHYDRO-1H-BENZIMIDAZOLE-5-CARBALDEHYDE

There total 4 articles about 1,3-DIMETHYL-2-OXO-2,3-DIHYDRO-1H-BENZIMIDAZOLE-5-CARBALDEHYDE 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: 42.0%

5-(hydroxymethyl)-1,3-dimethylbenzimidazol-2-one (345657-96-7) → 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde (55241-49-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; tetrabutyl-ammonium chloride; In dichloromethane; for 5.5h; pH=8.6;

DOI:10.1016/j.bmcl.2003.12.023

Reference yield:

methyl 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate (222424-21-7) → 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde (55241-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / LiBH₄ / methanol; tetrahydrofuran / 18 h / Heating

2: 42 percent / TEMPO; NCS; Bu₄NCl / CH₂Cl₂ / 5.5 h / pH 8.6

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; N-chloro-succinimide; lithium borohydride; tetrabutyl-ammonium chloride; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmcl.2003.12.023

Reference yield:

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one (3097-21-0) + Dichloromethyl methyl ether (4885-02-3) → 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde (55241-49-1)

Guidance literature:

With aluminium trichloride; Yield given. Multistep reaction; 1) CH₂Cl₂, nitromethane, ice-bath; 2) CH₂Cl₂, nitromethane, rt, 1.5 h;

DOI:10.1135/cccc19970494

upstream raw materials:

1,3-dimethyl-1,3-dihydrobenzimidazol-2-one

Dichloromethyl methyl ether

5-(hydroxymethyl)-1,3-dimethylbenzimidazol-2-one

methyl 1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate

Downstream raw materials:

5-(2-(1H-indol-3-yl)-1-((3-methoxyphenyl)amino)-2-oxoethyl)-1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-one

Refernces

• 1、 Petrov, Ognyan I.,Kalcheva, Veneta B.,Antonova, Antonina Ts.. "C-formylation of some 2(3H)-benzazolones and 2H-1,4-benzoxazin-3(4H)-one". . p. 494 - 497. Retrieved 2007/10/03.