[N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide

Base Information

• Chemical Name: [N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide
• CAS No.: 937717-76-5
• Molecular Formula: C₁₂H₁₆ClNOS
• Molecular Weight: 257.784
• Mol file: 937717-76-5.mol

Synonyms:937717-76-5;DTXSID001147394;[N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide

Chemical Property of [N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 257.0641130
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)S(=O)N=C(CCl)C1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)[S@@](=O)/N=C(/CCl)\C1=CC=CC=C1

Technology Process of [N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide

There total 1 articles about [N(E),S(R)]-N-(2-Chloro-1-phenylethylidene)-2-methyl-2-propanesulfinamide 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: 89.0%

1-chloroacetophenone (532-27-4,108321-66-0,164322-25-2) + (R)-2-methylpropane-2-sulfinamide (196929-78-9) → (RS)-N-[2-chloro-1-phenylethylidene]-tert-butanesulfinamide (937717-76-5)

Guidance literature:

With titanium(IV) tetraethanolate; In tetrahydrofuran; for 48h; Heating;

DOI:10.1021/jo0624795

Reference yield: 95.0%

(RS)-N-[2-chloro-1-phenylethylidene]-tert-butanesulfinamide (937717-76-5) → (RS,S)-N-(2-chloro-1-phenylethyl)-tert-butanesulfinamide (937717-90-3)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/jo0624795

Reference yield: 62.0%

(RS)-N-[2-chloro-1-phenylethylidene]-tert-butanesulfinamide (937717-76-5) → (RS,R)-N-(tert-butylsulfinyl)-2-phenylaziridine (186249-83-2) + (RS,S)-N-(tert-butylsulfinyl)-2-phenylaziridine (644963-35-9)

Guidance literature:

(R_S)-N-[2-chloro-1-phenylethylidene]-tert-butanesulfinamide; With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 1h;

With potassium hydroxide; In tetrahydrofuran; water; for 12h; Further stages.; Heating;

DOI:10.1021/jo0624795

upstream raw materials:

1-chloroacetophenone

(R)-2-methylpropane-2-sulfinamide

Downstream raw materials:

(R_S,S)-N-(2-chloro-1-phenylethyl)-tert-butanesulfinamide

(R_S,R)-N-(tert-butylsulfinyl)-2-phenylaziridine

(R_S,S)-N-(tert-butylsulfinyl)-2-phenylaziridine