5,5-Dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione

Base Information

• Chemical Name: 5,5-Dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione
• CAS No.: 21544-73-0
• Molecular Formula: C6H6Cl2N2O3
• Molecular Weight: 225.031
• NSC Number: 125464
• DSSTox Substance ID: DTXSID50298697
• Nikkaji Number: J3.056.945H
• Wikidata: Q82040685
• Mol file: 21544-73-0.mol

Synonyms:21544-73-0;5,5-dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione;5,5-dichloro-1,3-dimethyl-1,3-diazinane-2,4,6-trione;5,5-dichloro-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione;NSC125464;5,5-dichloro-1,3-dimethylbarbituric acid;DTXSID50298697;NSC-125464;AC-907/34132016

Chemical Property of 5,5-Dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione

Chemical Property:

• Vapor Pressure: 0.00916mmHg at 25°C
• Boiling Point: 265.4°Cat760mmHg
• Flash Point: 114.3°C
• Density: 1.63g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 223.9755474
• Heavy Atom Count: 13
• Complexity: 276

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=O)C(C(=O)N(C1=O)C)(Cl)Cl

Technology Process of 5,5-Dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione

There total 12 articles about 5,5-Dichloro-1,3-dimethylpyrimidine-2,4,6(1h,3h,5h)-trione 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%

1,3-dimethylbarbituric acid (769-42-6) → 5,5-dichloro-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione (21544-73-0)

Guidance literature:

With N-chloro-N-methoxybenzenesulfonamide; potassium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201601226

Reference yield: 85.0%

betaine of 1,3-dimethyl-5-phenyliodoniobarbituric acid (30537-82-7) → 5,5-dichloro-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione (21544-73-0)

Guidance literature:

With pyridine; (Dichloroiodo)benzene; In dichloromethane; acetonitrile; at 0 - 20 ℃; for 1.66667h; Sonication; Inert atmosphere;

DOI:10.1055/s-0035-1561283

Reference yield: 75.0%

1,3-Dimethyl-6-chlorouracil (6972-27-6) → 5,5-dichloro-1,3-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione (21544-73-0)

Guidance literature:

With Chlor; acetic anhydride; In acetic acid; 1.) Raumtemperatur, 10 min, 2.) 50 deg C, 30 min;

DOI:10.1055/s-1981-29565

upstream raw materials:

1,3-dimethylvioluric acid

1,3,1',3'-tetramethylhydurilic acid

1,3-dimethylbarbituric acid

1,3-Dimethyl-6-chlorouracil

Downstream raw materials:

5,5-dibenzyl-1,3-dimethyl-2,3,4(1H,3H,5H)pyrimidinetrione

5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione

1,3-dimethyl-5-nitro-pyrimidin-2,4,6(1H,3H,5H)-trione

1,3-dimethylvioluric acid

Refernces

• 1、 Kato,Dryhurst. "-". . p. 415,418. Retrieved 1975.
• 2、 Pu, Xiaoqiu,Li, Qingwei,Lu, Zehai,Yang, Xianjin. "N-Chloro-N-methoxybenzenesulfonamide: A Chlorinating Reagent". supporting information. p. 5937 - 5940. Retrieved 2016/12/26.
• 3、 Lu, Zehai,Li, Qingwei,Tang, Minghua,Jiang, Panpan,Zheng, Hao,Yang, Xianjin. "CFBSA: a novel and practical chlorinating reagent". supporting information. p. 14852 - 14855. Retrieved 2015/10/06.