2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde

Base Information

• Chemical Name: 2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde
• CAS No.: 168267-11-6
• Molecular Formula: C10H7 F3 N4 O2
• Molecular Weight: 272.186
• DSSTox Substance ID: DTXSID90464490
• Wikidata: Q82289822
• Mol file: 168267-11-6.mol

Synonyms:168267-11-6;2-methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde;2-METHOXY-5-(5-TRIFLUOROMETHYL-TETRAZOL-1-YL)-BENZALDEHYDE;2-methoxy-5-(5-(trifluoromethyl)-1h-tetrazol-1-yl)benzaldehyde;2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzaldehyde;Benzaldehyde,2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]-;SCHEMBL310305;DTXSID90464490;AKOS015911919;CS-0102232;(1Z)-2-ANILINO-N,N-DIPHENYLETHANIMIDAMIDE;2-methoxy-5-(5-trifluoromethyltetrazole-1-yl)benzaldehyde;2-methoxy-5-[5-(trifluoromethyl)-1H-1,2,3,4-tetrazol-1-yl]benzaldehyde

Chemical Property of 2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde

Chemical Property:

• Boiling Point: 374.9±52.0 °C(Predicted)
• PKA: -0.43±0.10(Predicted)
• PSA: 69.90000
• Density: 1.52±0.1 g/cm3(Predicted)
• LogP: 1.50220
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 3
• Exact Mass: 272.05210997
• Heavy Atom Count: 19
• Complexity: 328

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-METHOXY-5-(5-TRIFLUOROMETHYL-TETRAZOL-1-YL)-BENZALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)N2C(=NN=N2)C(F)(F)F)C=O

Technology Process of 2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde

There total 9 articles about 2-Methoxy-5-[5-(trifluoromethyl)tetrazol-1-yl]benzaldehyde 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: 80.0%

2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzonitrile (261173-18-6) → 2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzaldehyde (168267-11-6)

Guidance literature:

With sodium hypophosphite; nickel; In pyridine; water; acetic acid; at 80 ℃; for 63h;

DOI:10.1002/(SICI)1099-1344(200001)43:1<29::AID-JLCR288>3.0.CO;2-R

Reference yield: 69.7%

hexamethylenetetramine (100-97-0) + 1-(4-methoxyphenyl)-5-(trifluoromethyl)-1H-tetrazole → 2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzaldehyde (168267-11-6)

Guidance literature:

hexamethylenetetramine; 1-(4-methoxyphenyl)-5-(trifluoromethyl)-1H-tetrazole; With methanesulfonic acid; trifluorormethanesulfonic acid; at 100 ℃; for 2h;

With water; at 0 - 5 ℃; for 0.5h; Product distribution / selectivity;

Reference yield:

2-iodo-1-methoxy-4-nitrobenzene (5399-03-1) → 2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzaldehyde (168267-11-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 63 percent / iron; acetic acid / methanol; H₂O / 1 h / 40 °C

2: 93 percent / triethylamine / CH₂Cl₂ / 19 h / 20 °C

3: 80 percent / triphenylphosphine (polymer-bound); carbon tetrachloride / 24 h / Heating

4: 4.42 g / sodium azide / acetic acid / 4 h / 70 °C

5: 90 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 20 h / 80 °C

6: 80 percent / Raney nickel; sodium hypophosphite / pyridine; acetic acid; H₂O / 63 h / 80 °C

With tetrachloromethane; sodium hypophosphite; sodium azide; triphenylphosphine (polymer-bound); iron; nickel; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In pyridine; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 1: Reduction / 2: Acylation / 3: Substitution / 4: Cyclization / 5: cyanation / 6: Reduction;

DOI:10.1002/(SICI)1099-1344(200001)43:1<29::AID-JLCR288>3.0.CO;2-R

upstream raw materials:

hexamethylenetetramine

1-(4-benzyloxy-phenyl)-5-trifluoromethyl-1H-tetrazole

methyl iodide

2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]benzonitrile

Downstream raw materials:

vofopitant

Vofopitant dihydrochloride

N-{2-methoxy-5-(5-trifluoromethyltetrazole-1-yl)benzyl}-N-methylamine

1-[2-methoxy-5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]phenyl]ethanol