DIBUTYLCARBAMYL CHLORIDE

Base Information

• Chemical Name: DIBUTYLCARBAMYL CHLORIDE
• CAS No.: 13358-73-1
• Molecular Formula: C9H18 Cl N O
• Molecular Weight: 191.701
• Hs Code.: 2903199000
• European Community (EC) Number: 236-410-3
• DSSTox Substance ID: DTXSID10158187
• Nikkaji Number: J213.868I
• Mol file: 13358-73-1.mol

Synonyms:Carbamicchloride, dibutyl- (9CI); Carbamoyl chloride, dibutyl- (6CI,7CI,8CI);Dibutylcarbamoyl chloride; N,N-Dibutylcarbamoyl chloride

Chemical Property of DIBUTYLCARBAMYL CHLORIDE

Chemical Property:

• Vapor Pressure: 0.0103mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 263.4°Cat760mmHg
• PKA: -1.85±0.70(Predicted)
• Flash Point: 113.1°C
• PSA: 20.31000
• Density: 0.994g/cm³
• LogP: 3.24740
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 6
• Exact Mass: 191.1076919
• Heavy Atom Count: 12
• Complexity: 120

Purity/Quality:

98%min ^*data from raw suppliers

Dibutylcarbamic chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCN(CCCC)C(=O)Cl
• Uses: It is reported that Dibutylcarbamoyl Chloride is used as a reagent for the preparation of 7-azaindole-1,3-dicarboxamide hydroxyethylamine which exhibited potent BACE-1 enzyme inhibition. Also it is used for the preparation of copper salicylaldehyde semicarbazone complex which showed cytotoxicity in human cancer cells.

Technology Process of DIBUTYLCARBAMYL CHLORIDE

There total 7 articles about DIBUTYLCARBAMYL CHLORIDE 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: 89.3%

phthalic anhydride (85-44-9) → N,N-dibutylcarbamoyl chloride (13358-73-1) + Phthaloyl dichloride (88-95-9)

Guidance literature:

With phosgene; N,N-dibutylformamide; In toluene; at 70 ℃; for 7.5h; Product distribution / selectivity;

Reference yield: 85.0%

dibutylamine (111-92-2) + chloro(chlorosulfanyl)methanone (2757-23-5) → N,N-dibutylcarbamoyl chloride (13358-73-1)

Guidance literature:

dibutylamine; chloro(chlorosulfanyl)methanone; In dichloromethane; at 40 ℃; Inert atmosphere;

With chlorine; In dichloromethane; at 20 ℃;

DOI:10.1139/V10-138

Reference yield: 79.0%

→ N,N-dibutylcarbamoyl chloride (13358-73-1)

Guidance literature:

upstream raw materials:

phosgene

dibutylamine

ethyl N,N-di-n-butylcarbamate

bis(trichloromethyl) carbonate

Downstream raw materials:

dibutyl-(2-pyridin-2-yl-ethyl)-amine

N,N-Dibutyl-N'-cyclohexyl-formamidine

N,N-dibutylbenzamide

Refernces

• 1、 McGhee, William D.,Pan, Yi,Talley, John J.. "Conversion of Amines to Carbamoyl Chlorides Using Carbon Dioxide as a Phosgene Replacement". . p. 839 - 842. Retrieved 1994.
• 2、 Feng, Jia-Hao,He, Qi-Wei,Hou, Ji-Qin,Hu, Xiao-Long,Long, Huan,Wang, Bao-Lin,Wang, Hao,Wang, Quan,Wang, Rong,Ye, Wen-Cai,Zhang, Li-Xin,Zhang, Xiao-Qi. "Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities". . p. 1954 - 1966. Retrieved 2021/07/20.
• 3、 -. "Process for the preparation of 1-4-disubstituted-5 (4H)-tetrazolinones". . . Retrieved 2008/06/13.