N-(4-Methoxyphenyl)-2-nitrilothioacetamide

Base Information

• Chemical Name: N-(4-Methoxyphenyl)-2-nitrilothioacetamide
• CAS No.: 4968-41-6
• Molecular Formula: C9H8 N2 O S
• Molecular Weight: 192.241
• NSC Number: 369319
• DSSTox Substance ID: DTXSID70394529
• Nikkaji Number: J844.385H
• ChEMBL ID: CHEMBL151307
• Mol file: 4968-41-6.mol

Synonyms:4968-41-6;NSC369319;CHEMBL151307;DTXSID70394529;JSNTULLDGTWAAQ-UHFFFAOYSA-N;N-(4-Methoxyphenyl)cyanoformthioamide;NSC-369319;NCI60_003402;N-(4-Methoxyphenyl)-2-nitrilothioacetamide;1-[(cyanocarbonothioyl)amino]-4-methoxybenzene

Chemical Property of N-(4-Methoxyphenyl)-2-nitrilothioacetamide

Chemical Property:

• Vapor Pressure: 0.000973mmHg at 25°C
• Boiling Point: 302.7°Cat760mmHg
• Flash Point: 136.9°C
• Density: 1.3g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 192.03573406
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=S)C#N

Technology Process of N-(4-Methoxyphenyl)-2-nitrilothioacetamide

There total 12 articles about N-(4-Methoxyphenyl)-2-nitrilothioacetamide 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: 93.0%

N-(4-chloro-5H-1,2,3-dithiazol-5-ylidene)-4-methoxyaniline (75318-49-9) → (4-methoxyphenyl)carbamothioyl cyanide (4968-41-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at -5 ℃;

DOI:10.1021/ja301493d

Reference yield: 86.0%

4-methoxy-aniline (104-94-9) + 4,5-dichloro-1,2,3-dithiazolium chloride (75318-43-3) → (4-methoxyphenyl)carbamothioyl cyanide (4968-41-6)

Guidance literature:

4-methoxy-aniline; 4,5-dichloro-1,2,3-dithiazolium chloride; In tetrahydrofuran; acetonitrile; for 1h; Inert atmosphere;

With sodium thiosulfate; In tetrahydrofuran; water; acetonitrile; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c4ob02529f

Reference yield: 81.0%

5-(p-Anisylimino)-4-chloro-5H-1,2,3-dithiazole → (4-methoxyphenyl)carbamothioyl cyanide (4968-41-6)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1) 0 deg C, 3 h; 2) room temperature, 15 h;

upstream raw materials:

potassium cyanide

4-Methoxyphenyl isothiocyanate

1-triphenylphosphoranylidene-2-propanone

cyanomethylene triphenylphosphorane

Downstream raw materials:

Benzyl--disulfid

D-luciferin

2-cyano-6-hydroxybenzothiazole

(4-methoxyphenyl)carbamoyl cyanide

Refernces

• 1、 McCutcheon, David C.,Porterfield, William B.,Prescher, Jennifer A.. "Rapid and scalable assembly of firefly luciferase substrates". supporting information. p. 2117 - 2121. Retrieved 2015/03/18.
• 2、 Lee, Hyi-Seung,Kim, Kyongtae. "Reactions of 5-Arylimino-4-chloro-5H-1,2,3-dithiazoles with Stable Phosphoranes: Novel Preparation of Dithiomethylenephosphoranes". . p. 869 - 872. Retrieved 2007/10/03.