1-Benzothiophene-2-carbohydrazide

Base Information

• Chemical Name: 1-Benzothiophene-2-carbohydrazide
• CAS No.: 175135-07-6
• Molecular Formula: C9H8N2OS
• Molecular Weight: 192.241
• Hs Code.: 29309090
• European Community (EC) Number: 681-375-3
• DSSTox Substance ID: DTXSID10334020
• Nikkaji Number: J1.256.867C
• Wikidata: Q82099642
• ChEMBL ID: CHEMBL564748
• Mol file: 175135-07-6.mol

Synonyms:175135-07-6;benzo[b]thiophene-2-carbohydrazide;1-Benzothiophene-2-carbohydrazide;Benzo[b]thiophene-2-carboxylic hydrazide;Benzo[b]thiophene-2-carboxylic acid, hydrazide;Thianaphthene-2-carboxylic hydrazide;MFCD00052501;Benzo(b)thiophene-2-carboxylic acid hydrazide;Maybridge1_008989;Benzo[b]thiophene-2-carboxylicacid, hydrazide;MixCom3_000132;SCHEMBL741039;CHEMBL564748;DTXSID10334020;1-Benzothiophene-2-carbohydrazide #;CCG-45527;GEO-00294;AKOS005258194;AS-8074;CS-0206663;FT-0622690;E83126;EN300-7413846;SR-01000635284-1;W-200170

Chemical Property of 1-Benzothiophene-2-carbohydrazide

Chemical Property:

• Appearance/Colour: Off-white to beige needles
• Melting Point: 176-178 °C
• Refractive Index: 1.711
• PSA: 83.36000
• Density: 1.367 g/cm³
• LogP: 2.59600
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.03573406
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

99% ^*data from raw suppliers

Benzo[b]thiophene-2-carboxylicHydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C(=O)NN

Technology Process of 1-Benzothiophene-2-carbohydrazide

There total 6 articles about 1-Benzothiophene-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: 96.0%

ethyl 3-methylbenzo[b]thiophene-2-carboxylate (31310-22-2) → benzo[b]thiophene-2-carboxylic acid hydrazide (175135-07-6)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

DOI:10.1002/cmdc.201402234

Reference yield: 90.0%

ethyl benzo[b]thiophene-2-carboxylate (17890-55-0) → benzo[b]thiophene-2-carboxylic acid hydrazide (175135-07-6)

Guidance literature:

With hydrazine hydrate; In ethanol; Reflux;

DOI:10.1002/cmdc.201402234

Reference yield: 74.0%

methyl benzo[b]thiophene-2-carboxylate (22913-24-2) → benzo[b]thiophene-2-carboxylic acid hydrazide (175135-07-6)

Guidance literature:

With hydrazine hydrate; In ethanol; for 18h; Reflux;

DOI:10.1002/cmdc.201900716

upstream raw materials:

C₁₄H₁₆N₂O₃S

ethyl benzo[b]thiophene-2-carboxylate

ethyl 3-methylbenzo[b]thiophene-2-carboxylate

methyl benzo[b]thiophene-2-carboxylate

Downstream raw materials:

C₁₆H₁₁Cl₂N₃OS₂

Refernces

• 1、 Alves, Marina A.,Chaves, Lorrane S.,Fernandes, Patrícia D.,Fraga, Carlos A. M.,Guerra, Fabiana S.,Rodrigues, Daniel A.,Sagrillo, Fernanda S.,Sant'Anna, Carlos M. R.,Thota, Sreekanth,de Sena M. Pinheiro, Pedro. "Design, Synthesis, and Pharmacological Evaluation of First-in-Class Multitarget N-Acylhydrazone Derivatives as Selective HDAC6/8 and PI3Kα Inhibitors". supporting information. . Retrieved 2020/02/25.
• 2、 Leonczak, Piotr,Gao, Ling-Jie,Ramadori, Anna Teresa,Lescrinier, Eveline,Rozenski, Jef,De Jonghe, Steven,Herdewijn, Piet. "Synthesis and Structure-Activity Relationship Studies of 2-(1,3,4-Oxadiazole-2(3H)-thione)-3-amino-5-arylthieno[2,3-b]pyridines as Inhibitors of DRAK2". . p. 2587 - 2601. Retrieved 2015/08/24.