methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate

Base Information

• Chemical Name: methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate
• CAS No.: 704911-47-7
• Molecular Formula: C4H4 Br N3 O2
• Molecular Weight: 205.999
• Hs Code.: 2933990090
• European Community (EC) Number: 827-609-1
• DSSTox Substance ID: DTXSID00478669
• Nikkaji Number: J2.443.270J
• Wikidata: Q82312193
• Mol file: 704911-47-7.mol

Synonyms:704911-47-7;Methyl 5-bromo-4H-[1,2,4]triazole-3-carboxylate;methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate;methyl 3-bromo-1H-1,2,4-triazole-5-carboxylate;Methyl 5-bromo-4H-1,2,4-triazole-3-carboxylate;METHYL 5-BROMO-1,2,4-TRIAZOLE-3-CARBOXYLATE;MFCD20230538;1H-1,2,4-Triazole-3-carboxylic acid, 5-bromo-, methyl ester;SCHEMBL3479027;SCHEMBL13941182;SCHEMBL23063364;DTXSID00478669;MFCD13188574;AKOS005173911;AKOS015919874;AKOS025211685;CS-W019321;GS-4146;MB13542;SY022391;AM20100665;BB 0262036;FT-0683639;EN300-137427;A866604;J-522456;Methyl 5-bromo-1H-1 pound not2 pound not4-triazole-3-carboxylate

Chemical Property of methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate

Chemical Property:

• Boiling Point: 352.1±25.0 °C(Predicted)
• PKA: 5.62±0.40(Predicted)
• PSA: 67.87000
• Density: 1.902±0.06 g/cm3(Predicted)
• LogP: 0.35380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.94869
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

98% or more ^*data from raw suppliers

Methyl5-bromo-4h-[1,2,4]triazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NNC(=N1)Br

Technology Process of methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate

There total 3 articles about methyl 5-bromo-1H-1,2,4-triazole-3-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: 77.0%

methanol (67-56-1) + C3H2BrN3O2 (674287-63-9) → methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate (704911-47-7)

Guidance literature:

With thionyl chloride; at 10 - 20 ℃;

DOI:10.1134/S1068162013010056

Reference yield: 65.0%

5-amino-1H-[1,2,4]-triazole-3-carboxylic acid methyl ester (3641-14-3) → methyl 5-bromo-1H-1,2,4-triazole-3-carboxylate (704911-47-7)

Guidance literature:

5-amino-1H-[1,2,4]-triazole-3-carboxylic acid methyl ester; With sulfuric acid; sodium nitrite; In water; at -3 ℃; for 0.5h;

With potassium bromide; copper(I) bromide; In water; at 25 ℃; for 3h;

DOI:10.1016/j.tetlet.2007.01.154

Reference yield:

3-amino-1,2,4-triazole-5-carboxylic acid methyl ester (3641-14-3) → methyl 3-bromo-1H-1,2,4-triazole-5-carboxylate (704911-47-7)

Guidance literature:

3-amino-1,2,4-triazole-5-carboxylic acid methyl ester; With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 0.416667h;

With potassium bromide; copper(I) bromide; In water; at 20 ℃; for 3h;

upstream raw materials:

5-amino-1H-[1,2,4]-triazole-3-carboxylic acid methyl ester

methanol

C₃H₂BrN₃O₂

3-amino-1,2,4-triazole-5-carboxylic acid methyl ester

Downstream raw materials:

methyl 5-bromo-1-(cyclohexylmethyl)-1H-1,2,4-triazole-3-carboxylate

methyl 5-(3-(tert-butyl)-4-(methoxymethoxy)-5-methylphenyl)-1-(cyclohexylmethyl)-1H-1,2,4-triazole-3-carboxylate

Refernces

• 1、 -. "3-pyridinesulfonyl-1-N-heteropyrrole derivatives capable of treating peptic ulcer as well as preparation method and application thereof". Paragraph 0126-0130. . Retrieved 2020/11/26.
• 2、 Konstantinova,Chudinov,Fateev,Matveev,Zhurilo,Shvets,Miroshnikov. "Chemoenzymatic method of 1,2,4-triazole nucleoside synthesis: Possibilities and limitations". . p. 53 - 71. Retrieved 2013/04/10.