5-Nitro-2-furaldehyde thiosemicarbazone

Base Information

• Chemical Name: 5-Nitro-2-furaldehyde thiosemicarbazone
• CAS No.: 146827-83-0
• Molecular Formula: C₆H₆N₄O₃S
• Molecular Weight: 214.205
• NSC Number: 6458
• UNII: TYR4JM9HP6
• DSSTox Substance ID: DTXSID40878886
• ChEMBL ID: CHEMBL1632301
• Mol file: 146827-83-0.mol

Synonyms:5-Nitro-2-furaldehyde thiosemicarbazone;Benzazone-VII;Benzazon VII;SHCH-49;831-71-0;5-Nitrofurfural thiosemicarbazone;USAF EA-14;5-Nitro-2-furfural thiosemicarbazone;5-Nitro-2-furfurylidene thiosemicarbazone;NSC 6458;[(E)-(5-nitrofuran-2-yl)methylideneamino]thiourea;2-FURALDEHYDE, 5-NITRO-, THIOSEMICARBAZONE;AI3-62410;NSC-6458;Hydrazinecarbothioamide, 2-[(5-nitro-2-furanyl)methylene]-;Hydrazinecarbothioamide, 2-((5-nitro-2-furanyl)methylene)-;Benzazone VII;TYR4JM9HP6;CHEMBL1632301;DTXSID40878886;NSC6458;WLN: T5OJ BNW E1UNMYZUS;STK032034;AKOS000304772;LS-69954;AH-034/32845015;[(E)-[(5-nitrofuran-2-yl)methylidene]amino]thiourea;HYDRAZINECARBOTHIAMIDE, 2-[(5-NITRO-2-FURANYL)ME;(2E)-2-[(5-Nitro-2-furanyl)methylene]hydrazinecarbothioamide;(2E)-2-[(5-nitrofuran-2-yl)methylidene]hydrazinecarbothioamide;Hydrazinecarbothioamide, 2-[(5-nitro-2-furanyl)methylene]-, (2E)-

Chemical Property of 5-Nitro-2-furaldehyde thiosemicarbazone

Chemical Property:

• Boiling Point: 381.6±52.0 °C(Predicted)
• PKA: 10.91±0.70(Predicted)
• Density: 1.68±0.1 g/cm3(Predicted)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 214.01606124
• Heavy Atom Count: 14
• Complexity: 264

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])C=NNC(=S)N
• Isomeric SMILES: C1=C(OC(=C1)[N+](=O)[O-])/C=N/NC(=S)N

Technology Process of 5-Nitro-2-furaldehyde thiosemicarbazone

There total 6 articles about 5-Nitro-2-furaldehyde thiosemicarbazone 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: 98.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) + thiosemicarbazide (79-19-6) → 5-nitro-furfural thiosemicarbazone (831-71-0,146827-83-0)

Guidance literature:

In methanol; for 3h; Reflux;

DOI:10.1016/j.ejmech.2020.112178

Reference yield: 90.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) + thiosemicarbazide (79-19-6) → 2-[(E)-1-(5-nitro-2-furyl)methylidene]-1-hydrazinecarbothioamide (146827-83-0)

Guidance literature:

In dimethyl sulfoxide; at 20 ℃; for 15h;

DOI:10.1021/jm021030a

Reference yield:

5-nitro-2-furfuraldehyde diacetate (92-55-7) + thiosemicarbazide (79-19-6) → 5-nitro-furfural thiosemicarbazone (831-71-0,146827-83-0)

Guidance literature:

With hydrogenchloride; In ethanol; for 1h; Heating;

DOI:10.1016/j.bmcl.2005.02.073

upstream raw materials:

5-nitrofurane-2-carboxaldehyde

thiosemicarbazide hydrochloride

thiosemicarbazide

1,2-bis((5-nitrofuran-2-yl)methylene)hydrazine

Downstream raw materials:

2-amino-5-(5-nitro-2-furyl)-1,3,4-thiadiazole

Refernces

• 1、 Foroumadi, Alireza,Kargar, Zahra,Sakhteman, Amirhossein,Sharifzadeh, Zahra,Feyzmohammadi, Robabeh,Kazemi, Mahnoush,Shafiee, Abbas. "Synthesis and antimycobacterial activity of some alkyl [5-(nitroaryl)-1,3, 4-thiadiazol-2-ylthio]propionates". . p. 1164 - 1167. Retrieved 2006.
• 2、 Sarhan, Mona O.,Abd El-Karim, Somaia S.,Anwar, Manal M.,Gouda, Raghda H.,Zaghary, Wafaa A.,Khedr, Mohammed A.. "Discovery of new coumarin-based lead with potential anticancer, cdk4 inhibition and selective radiotheranostic effect: Synthesis, 2d & 3d qsar, molecular dynamics, in vitro cytotoxicity, radioiodination, and biodistribution studies". . . Retrieved 2021/05/13.
• 3、 Abd El-Karim, Somaia S.,Ahmed, Nesreen S.,Anwar, Manal M.,El-Hallouty, Salwa M.,Srour, Aladdin M.. "Design, synthesis, biological evaluation, QSAR analysis and molecular modelling of new thiazol-benzimidazoles as EGFR inhibitors". supporting information. . Retrieved 2020/08/06.