2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride

Base Information

• Chemical Name: 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride
• CAS No.: 28485-18-9
• Deprecated CAS: 22939-29-3
• Molecular Formula: C4H3 Cl N2 O4 S
• Molecular Weight: 210.598
• Hs Code.: 2933599090
• European Community (EC) Number: 860-901-7
• NSC Number: 34840
• DSSTox Substance ID: DTXSID5058696
• Wikidata: Q81976910
• Mol file: 28485-18-9.mol

Synonyms:28485-18-9;2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride;2,4-dioxo-1H-pyrimidine-5-sulfonyl chloride;2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinesulfonyl chloride;MFCD06655485;NSC34840;uracil-5-sulphonyl chloride;NCIOpen2_007855;2,4-dioxo-1,3-dihydropyrimidine-5-sulfonyl chloride;SCHEMBL5742175;DTXSID5058696;BBL013241;NSC 34840;NSC-34840;STK502182;AKOS000300354;AKOS024327977;BS-13607;BB 0258266;FT-0740090;EN300-12766;A853919;Z86023356;F1967-0632;1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-sulfonyl chloride;2,4-Dioxo-1,2,3,4-tetrahydro-pyrimidine-5-sulfonyl chloride

Chemical Property of 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride

Chemical Property:

• Vapor Pressure: 1.36E-11mmHg at 25°C
• Melting Point: >300 °C
• Boiling Point: 523.8°Cat760mmHg
• PKA: 0.14±0.10(Predicted)
• Flash Point: 270.6°C
• PSA: 108.24000
• Density: 1.89g/cm³
• LogP: 0.07150
• Sensitive.: Moisture Sensitive
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 209.9502054
• Heavy Atom Count: 12
• Complexity: 365

Purity/Quality:

98%min ^*data from raw suppliers

2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonylchloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)S(=O)(=O)Cl
• Uses: 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride is used as pharmaceutical intermediate.

Technology Process of 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride

There total 2 articles about 2,4-Dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl 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: 92.3%

uracil (66-22-8,144104-68-7,18324-22-6,27072-01-1,2920-92-5,51953-19-6) → 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride (28485-18-9)

Guidance literature:

With chlorosulfonic acid; thionyl chloride; at 25 - 75 ℃; for 12.5h;

DOI:10.1016/j.ejmech.2018.05.020

Reference yield:

→ 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride (28485-18-9)

Guidance literature:

Uracil, ClSO3H;

Reference yield: 80.1%

N-(4-aminophenyl)-N'-(2-methylphenyl)urea (202874-38-2) + 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-sulfonyl chloride (28485-18-9) → N-(4-(uracil-5-sulfonamido)phenyl)-3-(2-tolyl)urea

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 0 - 40 ℃;

upstream raw materials:

uracil

Downstream raw materials:

2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-sulfonic acid phenyl ester

5-mercapto uracil

2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-sulfonic acid amide

5-Uracilyl-disulfid

Refernces

• 1、 Lu, Guo-qing,Li, Xin-yang,Mohamed O, Kamara,Wang, Depu,Meng, Fan-hao. "Design, synthesis and biological evaluation of novel uracil derivatives bearing 1, 2, 3-triazole moiety as thymidylate synthase (TS) inhibitors and as potential antitumor drugs". . p. 282 - 296. Retrieved 2019/03/27.
• 2、 -. "Pyrimidine type antitumor compounds having 1,3,4-oxadiazole structure and preparation method and application thereof". Paragraph 0037; 0039-0040. . Retrieved 2018/12/02.