N-Benzyl-2,2-dimethylpropanethioamide

Base Information

• Chemical Name: N-Benzyl-2,2-dimethylpropanethioamide
• CAS No.: 103197-90-6
• Molecular Formula: C12H17NS
• Molecular Weight: 207.34
• DSSTox Substance ID: DTXSID50568569
• Nikkaji Number: J1.957.237D
• Wikidata: Q82454860
• Mol file: 103197-90-6.mol

Synonyms:N-Benzyl-2,2-dimethylpropanethioamide;103197-90-6;SCHEMBL12046008;DTXSID50568569

Chemical Property of N-Benzyl-2,2-dimethylpropanethioamide

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 207.10817072
• Heavy Atom Count: 14
• Complexity: 187

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=S)NCC1=CC=CC=C1

Technology Process of N-Benzyl-2,2-dimethylpropanethioamide

There total 28 articles about N-Benzyl-2,2-dimethylpropanethioamide 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: 47.0%

N-benzyl-2,2-dimethylpropanamide (26209-45-0) → N-benzyl-2,2-dimethylpropanethioamide (103197-90-6)

Guidance literature:

With Lawessons reagent;

DOI:10.1071/CH15504

Reference yield:

benzylamine (100-46-9) → N-benzyl-2,2-dimethylpropanethioamide (103197-90-6)

Guidance literature:

Multi-step reaction with 11 steps

2: Lawessons reagent

3: potassium carbonate / dichloromethane / 12 h / 20 °C

4: lithium hydroxide monohydrate / 1,4-dioxane; water / 16 h / 20 °C

5: Lawessons reagent

6: potassium carbonate / dichloromethane / 12 h / 20 °C

7: sodium hydrogencarbonate / methanol / 16 h / 20 °C

8: Lawessons reagent

9: potassium carbonate / dichloromethane / 12 h / 20 °C

10: sodium hydrogencarbonate / methanol / 16 h / 20 °C

11: Lawessons reagent

With Lawessons reagent; lithium hydroxide monohydrate; potassium carbonate; sodium hydrogencarbonate; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1071/CH15504

Reference yield:

N-benzyl-2,4-dimethoxy-benzamide → N-benzyl-2,2-dimethylpropanethioamide (103197-90-6)

Guidance literature:

Multi-step reaction with 10 steps

1: Lawessons reagent

2: potassium carbonate / dichloromethane / 12 h / 20 °C

3: lithium hydroxide monohydrate / 1,4-dioxane; water / 16 h / 20 °C

4: Lawessons reagent

5: potassium carbonate / dichloromethane / 12 h / 20 °C

6: sodium hydrogencarbonate / methanol / 16 h / 20 °C

7: Lawessons reagent

8: potassium carbonate / dichloromethane / 12 h / 20 °C

9: sodium hydrogencarbonate / methanol / 16 h / 20 °C

10: Lawessons reagent

With Lawessons reagent; lithium hydroxide monohydrate; potassium carbonate; sodium hydrogencarbonate; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1071/CH15504

upstream raw materials:

N-(2-Brombenzyl)pivalinsaeurethioamid

carbon disulfide

tert-butylmagnesium chloride

benzylamine

Downstream raw materials:

N-benzyl-2,2-dimethylpropanamide

Refernces

• 1、 Shang, Jing,Pourvali, Aysa,Cochrane, James R.,Hutton, Craig A.. "Steric and Electronic Effects in the Synthesis and Regioselective Hydrolysis of Unsymmetrical Imides". . p. 1854 - 1858. Retrieved 2015/12/26.
• 2、 Gade, Thomas,Streek, Michael,Voss, Juergen. "Electroreduction of Organic Compounds, 19. Formation of Benzoanellated Sulfur Heterocycles by Intramolecular Cathodic Cyclization of Dithiocarboxylic Esters". . p. 127 - 142. Retrieved 2007/10/02.