1-methyl-1H-benzimidazole-2-carbaldehyde

Base Information

• Chemical Name: 1-methyl-1H-benzimidazole-2-carbaldehyde
• CAS No.: 3012-80-4
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 29339900
• European Community (EC) Number: 681-668-6
• DSSTox Substance ID: DTXSID30354023
• Nikkaji Number: J2.719.242D
• Wikidata: Q72487904
• Mol file: 3012-80-4.mol

Synonyms:3012-80-4;1-methyl-1H-benzo[d]imidazole-2-carbaldehyde;1-methyl-1H-benzimidazole-2-carbaldehyde;1-Methyl-1H-benzoimidazole-2-carbaldehyde;1-Methyl-1H-benzimidazole-2-carboxaldehyde;1-METHYL-2-FORMYLBENZIMIDAZOLE;1-methylbenzimidazole-2-carbaldehyde;1H-Benzimidazole-2-carboxaldehyde, 1-methyl-;1-methyl-1H-1,3-benzodiazole-2-carbaldehyde;2-Formyl-1-methyl-1H-benzimidazole;MFCD00142655;4-isopropylbenzylalcohol;SCHEMBL102893;2-formyl-1-methylbenzimidazole;SCHEMBL4521341;DTXSID30354023;1-methyl-2-formyl-1H-benzimidazole;BBL028274;STL371244;1-methyl-2-benzimidazolecarboxaldehyde;1-methylbenzimidazole-2-carboxaldehyde;AKOS000275537;1-methyl-1H-benzoimidazol-2-carbaldehyde;AM807153;DS-11009;BB 0219516;CS-0021455;FT-0646104;EN300-51834;F30050;A820217;A820345;J-504860;Z57171756;F0850-2781

Chemical Property of 1-methyl-1H-benzimidazole-2-carbaldehyde

Chemical Property:

• Appearance/Colour: Off-white to light beige crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 114-116 °C
• Refractive Index: 1.622
• Boiling Point: 332.691 °C at 760 mmHg
• PKA: 3?+-.0.10(Predicted)
• Flash Point: 155.006 °C
• PSA: 34.89000
• Density: 1.211 g/cm³
• LogP: 1.38580
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-1H-benzimidazole-2-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2N=C1C=O
• Uses: 1-Methyl-1H-benzimidazole-2-carboxaldehyde is a reagent used for the synthesis of dual protein kinase B alpha (AKT) and nuclear factor kappa-light-chain-enchancer of activated B cells (NF-κB) against melanoma.

Technology Process of 1-methyl-1H-benzimidazole-2-carbaldehyde

There total 16 articles about 1-methyl-1H-benzimidazole-2-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: 99.0%

2-diethoxymethyl-1-methyl-1H-benzoimidazole → 1-methyl-2-formyl-1H-benzimidazole (3012-80-4)

Guidance literature:

With hydrogenchloride; water; at 105 ℃; for 1h;

Reference yield: 83.0%

(1-methyl-1H-benzimidazol-2-yl)methanol (7467-35-8) → 1-methyl-2-formyl-1H-benzimidazole (3012-80-4)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 4 ℃; for 1h;

DOI:10.1021/acs.jmedchem.5b00470

Reference yield: 54.0%

1,2-bis(1-methyl-1H-benzimidazole-2yl)ethane-1,2-diol (3256-27-7) → 1-methyl-2-formyl-1H-benzimidazole (3012-80-4)

Guidance literature:

With lead(IV) tetraacetate; acetic acid; In toluene; at 20 ℃; Cooling with ice;

DOI:10.1039/b820257e

upstream raw materials:

1,2-dimethyl-1H-benzimidazole

1-methyl-2-(1-methyl-3-benzoyl-1,2-dihydro-2-benzimidazolyl)benzimidazole

tartaric acid

N-methyl-1,2-phenylenediamine

Downstream raw materials:

1-methyl-1H-benzo[d]imidazole-2-carbaldehyde oxime

2-(4-(N-Boc-N-2-picolylamino methyl) benzoyl)-5-((1-methylbenzimidazol-2-ylmethyl) amino) valerate 1-naphthalenemethylamide

1-methyl-2-{2-[4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenyl]-vinyl}-1H-benzoimidazole

[2-(((1R,5S,6r)-6-((4-chloro-2-fluorophenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)methyl)-1-methyl-1H-benzo[d]imidazole]

Refernces

• 1、 White, Gemma V.,Edgar, Emma V.,Holmes, Duncan S.,Lewell, Xiao Qing,Liddle, John,Polyakova, Oxana,Smith, Kathrine J.,Thorpe, James H.,Walker, Ann L.,Wang, Yichen,Young, Robert J.,Hovnanian, Alain. "Kallikrein 5 inhibitors identified through structure based drug design in search for a treatment for Netherton Syndrome". . p. 821 - 825. Retrieved 2019.
• 2、 Yasukata, Tatsuro,Matsuura, Takaharu. "Efficient synthesis of acrylates bearing an aryl or heteroaryl moiety: One-pot method from aromatics and heteroaromatics using formylation and the horner-wadsworth-emmons reaction". . p. 527 - 533. Retrieved 2021/03/22.