5-Nitrothiophene-3-carboxamide

Base Information

• Chemical Name: 5-Nitrothiophene-3-carboxamide
• CAS No.: 36050-09-6
• Molecular Formula: C5H4N2O3S
• Molecular Weight: 172.1619
• DSSTox Substance ID: DTXSID30189610
• Nikkaji Number: J270.015H
• Wikidata: Q83061774
• Mol file: 36050-09-6.mol

Synonyms:5-nitrothiophene-3-carboxamide;36050-09-6;3-Thiophenecarboxamide, 5-nitro-;5-Nitro-3-thiophenecarboxamide;CCRIS 6445;BRN 0147362;2-Nitro-4-carbamoylthiophene;SCHEMBL6467711;AILAVJFBFWLVHF-UHFFFAOYSA-;DTXSID30189610;AMY27099;AKOS006230128;LS-152962

Chemical Property of 5-Nitrothiophene-3-carboxamide

Chemical Property:

• Vapor Pressure: 0.00013mmHg at 25°C
• Melting Point: 166-167 °C(Solv: water (7732-18-5))
• Boiling Point: 334.2°C at 760 mmHg
• PKA: 14.67±0.50(Predicted)
• Flash Point: 155.9°C
• PSA: 118.14000
• Density: 1.572g/cm³
• LogP: 2.16260
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 171.99426317
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

5-Nitrothiophene-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC=C1C(=O)N)[N+](=O)[O-]

Technology Process of 5-Nitrothiophene-3-carboxamide

There total 6 articles about 5-Nitrothiophene-3-carboxamide 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: 91.0%

3-thiophenecarbonitrile (1641-09-4) → 5-nitrothiophene-3-carboxamide (36050-09-6)

Guidance literature:

With sulfuric acid; potassium nitrate; for 16h; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199611)38:11<1015::AID-JLCR917>3.0.CO;2-6

Reference yield:

3-carbamoylthiophene (51460-47-0) → 5-nitrothiophene-3-carboxamide (36050-09-6)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1021/ja01638a042

Reference yield:

5-nitro-thiophene-3-carboxylic acid (40357-96-8) → 5-nitrothiophene-3-carboxamide (36050-09-6)

Guidance literature:

With thionyl chloride; Behandeln des Reaktionsgemisches mit wss. Ammoniak;

DOI:10.1021/ja01638a041

upstream raw materials:

3-carbamoylthiophene

5-nitro-thiophene-3-carboxylic acid

2-nitrothiophene-4-carbonyl chloride

3-thiophenecarbonitrile

Downstream raw materials:

5-(phenyloxycarbonylamino)thiophene-3-carboxamide

5-amino-thiophene-3-carboxylic acid amide

Refernces

• 1、 Arnone, Caterina,Consiglio, Giovanni,Spinelli, Domenico,Dell'Erba, Carlo,Sancassan, Fernando,Terrier, Francois. "Meisenheimer-type Adducts from Thiophene Derivates. Part 6. A Kinetic and Thermodynamic Study of Substituent Effects on the Formation of Some non-gem Adducts". . p. 1609 - 1612. Retrieved 2007/10/02.