5-Methyl-1,3,4-oxadiazol-2(3H)-one

Base Information

• Chemical Name: 5-Methyl-1,3,4-oxadiazol-2(3H)-one
• CAS No.: 3069-67-8
• Molecular Formula: C3H4N2O2
• Molecular Weight: 100.077
• Hs Code.: 2934999090
• European Community (EC) Number: 822-140-9
• DSSTox Substance ID: DTXSID60415853
• Nikkaji Number: J902.307K
• Wikidata: Q72493981
• ChEMBL ID: CHEMBL504001
• Mol file: 3069-67-8.mol

Synonyms:3069-67-8;5-Methyl-1,3,4-oxadiazol-2(3H)-one;5-methyl-1,3,4-oxadiazol-2-ol;5-methyl-3H-1,3,4-oxadiazol-2-one;5-methyl-1,3,4-oxadiazol-2(3H)one;5-Methyl-3H-[1,3,4]oxadiazol-2-one;1,3,4-Oxadiazol-2(3H)-one, 5-methyl-;5-methyl-2,3-dihydro-1,3,4-oxadiazol-2-one;MFCD15143213;5-Methyl-1,3,4-oxadiazol-2[3H]one;SCHEMBL508673;CHEMBL504001;DTXSID60415853;NNXROHRFMWHXNH-UHFFFAOYSA-N;5-Methyl-[1,3,4]oxadiazol-2-ol;ODC100480;2-Methyl-1,3,4-oxadiazolin-5-one;AKOS005174226;AKOS013464203;CS-W019158;5-methyl-3H-[1.3.4]oxadiazol-2-one;DS-15818;SY017602;5-methyl-1,3,4-oxadiazol-2-(3H)-one;FT-0658864;5-Methyl-1,3,4-oxadiazol-2-ol, AldrichCPR;EN300-135419;2-Methyl-5-oxo-4,5-dihydro-1,3,4-oxadiazole;A820571;Z1198174319;InChI=1/C3H4N2O2/c1-2-4-5-3(6)7-2/h1H3,(H,5,6

Chemical Property of 5-Methyl-1,3,4-oxadiazol-2(3H)-one

Chemical Property:

• Melting Point: 112 °C
• Refractive Index: 1.601
• Boiling Point: 134 °C(Press: 14 Torr)
• PKA: 6.34±0.70(Predicted)
• PSA: 58.89000
• Density: 1.56 g/cm³
• LogP: -0.32870
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 100.027277375
• Heavy Atom Count: 7
• Complexity: 129

Purity/Quality:

99% ^*data from raw suppliers

5-methyl-2,3-dihydro-1,3,4-oxadiazol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NNC(=O)O1

Technology Process of 5-Methyl-1,3,4-oxadiazol-2(3H)-one

There total 12 articles about 5-Methyl-1,3,4-oxadiazol-2(3H)-one 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%

acetic acid methyl ester (79-20-9) + acetic acid hydrazide (1068-57-1) → 2-methyl-1,3,4-oxadiazol-5(4H)-one (3069-67-8)

Guidance literature:

With phosgene; sodium hydrogencarbonate; at 0 ℃; Sealed tube; Green chemistry; Large scale;

Reference yield: 98.0%

bis(phenyl) carbonate (102-09-0) + acetic acid hydrazide (1068-57-1) → 2-methyl-1,3,4-oxadiazol-5(4H)-one (3069-67-8)

Guidance literature:

bis(phenyl) carbonate; acetic acid hydrazide; In tetrahydrofuran; at 0 ℃; for 2h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; Reflux;

DOI:10.1002/chem.202102301

Reference yield: 92.2%

C4H8N2O3 → 2-methyl-1,3,4-oxadiazol-5(4H)-one (3069-67-8)

Guidance literature:

With phosphorus pentoxide; for 6h; Reagent/catalyst; Reflux; Green chemistry;

upstream raw materials:

phosgene

acetic acid hydrazide

ethyl 2-(acetyl)hydrazinocarboxylate

N'-acetyl-hydrazinecarboxylic acid phenyl ester

Downstream raw materials:

3-[2-(4-fluoro-phenyl)-2-oxo-ethyl]-5-methyl-3H-1,3,4-oxadiazol-2-one

5-Methyl-2-oxo-[1,3,4]oxadiazole-3-carboxylic acid phenylamide

triphenyl isocyanurate

N-(2,4,6-Trioxo-3,5-diphenyl-[1,3,5]triazinan-1-yl)-acetamide

Refernces

• 1、 -. "The invention relates to a synthetic pymetrozine intermediate [...] physiologically carbonate method". Paragraph 0049; 0051; 0052; 0054. . Retrieved 2019/04/14.
• 2、 -. "Process for producing 2-methyl-1,3,4-oxadiazole-5(4H)-ketone". Paragraph 0001-0003. . Retrieved 2017/07/11.