N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium

Base Information

• Chemical Name: N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium
• CAS No.: 61322-63-2
• Molecular Formula: C11H14NO2S+
• Molecular Weight: 223.296
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70976809
• Wikidata: Q82961796
• Mol file: 61322-63-2.mol

Synonyms:DTXSID70976809;N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium

Chemical Property of N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium

Chemical Property:

• Vapor Pressure: 8.69E-08mmHg at 25°C
• Boiling Point: 435.5°C at 760 mmHg
• PKA: 4.53±0.20(Predicted)
• Flash Point: 217.2°C
• PSA: 54.55000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 3.36060
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.07452486
• Heavy Atom Count: 15
• Complexity: 323

Purity/Quality:

99% ^*data from raw suppliers

3-(Benzylamino)-2,3-dihydrothiophene1,1-dioxidehydrochloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C=CS1(=O)=O)[NH2+]CC2=CC=CC=C2
• Isomeric SMILES: C1[C@@H](C=CS1(=O)=O)[NH2+]CC2=CC=CC=C2

Technology Process of N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium

There total 2 articles about N-Benzyl-1,1-dioxo-2,3-dihydro-1H-1lambda~6~-thiophen-3-aminium 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: 75.0%

3,4-dibromo-2,3,4,5-tetrahydrothiophene-1,1-dioxide (15091-30-2) + benzylamine (100-46-9) → 4-benzylamino-2-thiolene 1,1-dioxide (61322-63-2)

Guidance literature:

With sodium carbonate; triethylamine; In methanol;

Reference yield:

trans-3,4-dibromosulfolane (7311-84-4,15091-30-2,125392-77-0) + benzylamine (100-46-9) → 4-benzylamino-2-thiolene 1,1-dioxide (61322-63-2)

Guidance literature:

With triethylamine; Yield given. Multistep reaction;

DOI:10.1039/c39850000353

Reference yield: 91.0%

4-benzylamino-2-thiolene 1,1-dioxide (61322-63-2) + phenyl isothiocyanate (103-72-0) → cis-1-phenyl-3-benzylperhydrothieno<3,4-d>imidazole-2-thione 5,5-dioxide (81888-04-2)

Guidance literature:

DOI:10.1007/BF00522120

upstream raw materials:

trans-3,4-dibromosulfolane

benzylamine

3,4-dibromo-2,3,4,5-tetrahydrothiophene-1,1-dioxide

Downstream raw materials:

cis-1-phenyl-3-benzylperhydrothieno<3,4-d>imidazole-2-thione 5,5-dioxide

1,3-Dibenzyl-1-(1,1-dioxo-2,3-dihydro-1H-1λ⁶-thiophen-3-yl)-urea

cis-1,3-dibenzylperhydrothieno<3,4-d>imidazole-2-thione 5,5-dioxide

(3aα,6aα)-1,3-dibenzylhexahydro-1H-thieno<3,4-d>imidazol-2(3H)-one 5,5-dioxide

Refernces

• 1、 Bates, Hans Aaron,Smilowitz, Lloyd,Rosenblum, Stuart B.. "A Practical Stereospecific Synthesis of the Biotin Precursor (3aα,6aα)-1,3-Dibenzylhexahydro-1H-thienoimidazol-2(3H)-one 1,1-Dioxide". . p. 353 - 354. Retrieved 2007/10/02.