Benzyl 2-(methanethioylamino)benzoate

Base Information

• Chemical Name: Benzyl 2-(methanethioylamino)benzoate
• CAS No.: 90136-84-8
• Molecular Formula: C15H13NO2S
• Molecular Weight: 271.34
• DSSTox Substance ID: DTXSID30522568
• Wikidata: Q82387944
• Mol file: 90136-84-8.mol

Synonyms:Benzyl 2-(methanethioylamino)benzoate;90136-84-8;DTXSID30522568

Chemical Property of Benzyl 2-(methanethioylamino)benzoate

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 271.06669983
• Heavy Atom Count: 19
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C2=CC=CC=C2NC=S

Technology Process of Benzyl 2-(methanethioylamino)benzoate

There total 2 articles about Benzyl 2-(methanethioylamino)benzoate 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: 68.0%

N1-(2-Benzyloxycarbonylphenyl)-N2-dimethylformamidin (90136-80-4) → N-Thioformylanthranilsaeurebenzylester (90136-84-8)

Guidance literature:

With hydrogen sulfide; In N,N-dimethyl-formamide; at -5 ℃; for 1.5h;

DOI:10.1007/BF00798412

Reference yield:

benzyl anthranilate (82185-41-9) → N-Thioformylanthranilsaeurebenzylester (90136-84-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) POCl₃; 2.) 2 N NaOH / 1.) benzene, 16 h, RT; 2.) water

2: 68 percent / H₂S / dimethylformamide / 1.5 h / -5 °C

With sodium hydroxide; hydrogen sulfide; trichlorophosphate; In N,N-dimethyl-formamide;

DOI:10.1007/BF00798412

Reference yield:

N-Thioformylanthranilsaeurebenzylester (90136-84-8) + methyl iodide (74-88-4) → 2-Methylsulfanylmethyleneamino-benzoic acid benzyl ester (103929-69-7)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 18h;

DOI:10.1007/BF00809191

upstream raw materials:

N¹-(2-Benzyloxycarbonylphenyl)-N²-dimethylformamidin

benzyl anthranilate

Downstream raw materials:

2-Methylsulfanylmethyleneamino-benzoic acid benzyl ester

1-(2-Carboxyphenyl)-4-methylthio-2-azetidinon

1-(2-Benzyloxycarbonylphenyl)-4-methylthio-2-azetidinon