3-Methyl-1-benzofuran-2-carbohydrazide

Base Information

• Chemical Name: 3-Methyl-1-benzofuran-2-carbohydrazide
• CAS No.: 53524-81-5
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40365807
• Wikidata: Q82150777
• ChEMBL ID: CHEMBL4544627
• Mol file: 53524-81-5.mol

Synonyms:3-methyl-1-benzofuran-2-carbohydrazide;53524-81-5;3-Methylbenzofuran-2-carbohydrazide;3-Methyl-benzofuran-2-carboxylic acid hydrazide;3-methyl-2-benzofurancarbohydrazide;SCHEMBL6240044;CHEMBL4544627;DTXSID40365807;HMS1783O05;BBL014287;MFCD03109883;STK043736;AKOS000490405;VS-04254;CS-0307727;EN300-05839;A914478;AO-365/40405628;3-METHYL-BENZOFURAN-2-CARBOXYLICACIDHYDRAZIDE;Z56912093

Chemical Property of 3-Methyl-1-benzofuran-2-carbohydrazide

Chemical Property:

• Refractive Index: 1.634
• PSA: 68.26000
• Density: 1.266g/cm³
• LogP: 2.43590
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 232

Purity/Quality:

98%min ^*data from raw suppliers

3-methyl-1-benzofuran-2-carbohydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC2=CC=CC=C12)C(=O)NN

Technology Process of 3-Methyl-1-benzofuran-2-carbohydrazide

There total 6 articles about 3-Methyl-1-benzofuran-2-carbohydrazide 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: 85.0%

ethyl 3-methyl-1-benzofuran-2-carboxylate (22367-82-4) → 3-methylbenzofuran-2-carboxylic acid hydrazide (53524-81-5)

Guidance literature:

With hydrazine hydrate; In methanol; at 80 ℃; for 4h; Sealed tube;

DOI:10.1016/j.bmcl.2020.127109

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 3-methylbenzofuran-2-carboxylic acid hydrazide (53524-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 0.5 h / 20 °C

1.2: 6 h / Reflux

2.1: potassium carbonate / methanol / 3 h / Reflux

3.1: hydrazine hydrate; acetic acid / methanol / 6 h / Reflux

With potassium carbonate; hydrazine hydrate; acetic acid; In methanol; acetone;

DOI:10.14233/ajchem.2016.19894

Reference yield:

sodium phenoxide (139-02-6) → 3-methylbenzofuran-2-carboxylic acid hydrazide (53524-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 4 h / Reflux

2: sulfuric acid / 2 h / 0 - 5 °C

3: hydrazine hydrate / ethanol / 4 h / Reflux

With sulfuric acid; hydrazine hydrate; In ethanol; toluene;

DOI:10.1021/acsmedchemlett.0c00094

upstream raw materials:

ethyl 3-methyl-1-benzofuran-2-carboxylate

o-hydroxyacetophenone

2-(2'-acetylphenoxy)acetic acid ethyl ester

sodium phenoxide

Downstream raw materials:

(Z)-1,2-di[(3-methylbenzofuran-2-ylcarbohydrazido)]-1-phenylethene

(Z)-1,2-di[(3-methylbenzofuran-2-carbohydrazido)]-1-(4-chlorophenyl)ethene

N’-(1-(4-methoxyphenyl)ethylidene)-3-methylbenzofuran-2-carbohydrazide

Refernces

• 1、 Shaldam, Moataz,Eldehna, Wagdy M.,Nocentini, Alessio,Elsayed, Zainab M.,Ibrahim, Tamer M.,Salem, Rofaida,El-Domany, Ramadan A.,Capasso, Clemente,Abdel-Aziz, Hatem A.,Supuran, Claudiu T.. "Development of novel benzofuran-based SLC-0111 analogs as selective cancer-associated carbonic anhydrase isoform IX inhibitors". . . Retrieved 2021/03/04.
• 2、 Gao, Yuan,He, Xingrui,Hui, Zi,Shen, Guodong,Wang, Shuo,Xie, Tian,Ye, Xiang-Yang. "4-Hydroxy-3-methylbenzofuran-2-carbohydrazones as novel LSD1 inhibitors". supporting information. . Retrieved 2020/03/31.