Ethyl(1-methyl-1h-tetrazol-5-yl)acetate

Base Information

• Chemical Name: Ethyl(1-methyl-1h-tetrazol-5-yl)acetate
• CAS No.: 5250-25-9
• Molecular Formula: C6H10 N4 O2
• Molecular Weight: 170.1692
• NSC Number: 138011
• DSSTox Substance ID: DTXSID30300646
• Wikidata: Q82043885
• Mol file: 5250-25-9.mol

Synonyms:ethyl(1-methyl-1h-tetrazol-5-yl)acetate;ethyl 2-(1-methyltetrazol-5-yl)acetate;5250-25-9;NSC138011;SCHEMBL3452952;DTXSID30300646;HLBZHKKLMFWCSY-UHFFFAOYSA-N;CCG-2537;Ethyl 1-Methyl-5-tetrazolylacetate;NSC-138011;SR-01000394297;SR-01000394297-1

Chemical Property of Ethyl(1-methyl-1h-tetrazol-5-yl)acetate

Chemical Property:

• Boiling Point: 342.6°Cat760mmHg
• Flash Point: 161°C
• Density: 1.33g/cm³
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 170.08037557
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=NN=NN1C

Technology Process of Ethyl(1-methyl-1h-tetrazol-5-yl)acetate

There total 5 articles about Ethyl(1-methyl-1h-tetrazol-5-yl)acetate 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: 37.0%

ethyl (tetrazol-5-yl)acetate (13616-37-0) + methyl iodide (74-88-4) → ethyl (2-methyl-2H-tetrazol-5-yl)acetate (89488-96-0) + ethyl 2-(1-methyl-1H-tetrazol-5-yl)acetate (5250-25-9)

Guidance literature:

With potassium carbonate; In acetonitrile; for 8h; Heating / reflux;

Reference yield: 31.0%

ethyl 2-methyl-5-oxo-2,5-dihydroisoxazole-4-carboxylate (25724-83-8) → ethyl 2-(1-methyl-1H-tetrazol-5-yl)acetate (5250-25-9)

Guidance literature:

With sodium azide; In water; at 20 ℃; for 7h;

DOI:10.1002/cmdc.201500335

Reference yield:

1,5-dimethyl-1H-tetrazole (5144-11-6) + chloroformic acid ethyl ester (541-41-3) → ethyl 2-(1-methyl-1H-tetrazol-5-yl)acetate (5250-25-9)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) a) THF, HMPA, hexane, -78 deg C, 40 min, b) -20 deg C, 30 min, 2.) -78 deg C;

DOI:10.1021/jm00173a013

upstream raw materials:

1,5-dimethyl-1H-tetrazole

chloroformic acid ethyl ester

ethyl (tetrazol-5-yl)acetate

methyl iodide

Downstream raw materials:

ethyl 3,3-bis(4-fluorophenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenoate