1-methyl-5-bromouracil

Base Information

• Chemical Name: 1-methyl-5-bromouracil
• CAS No.: 6327-97-5
• Molecular Formula: C5H5 Br N2 O2
• Molecular Weight: 205.011
• Mol file: 6327-97-5.mol

Synonyms:Uracil,5-bromo-1-methyl- (7CI,8CI); 1-Methyl-5-bromouracil;5-Bromo-1-methyl-2,4(1H,3H)-pyrimidinedione; 5-Bromo-1-methyluracil; NSC 44431

Chemical Property of 1-methyl-5-bromouracil

Chemical Property:

• Vapor Pressure: 0.000295mmHg at 25°C
• Boiling Point: 286.6°C at 760 mmHg
• Flash Point: 127.1°C
• PSA: 54.86000
• Density: 1.827g/cm³
• LogP: -0.16390
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-1-methylpyrimidine-2,4(1H,3H)-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-methyl-5-bromouracil

There total 8 articles about 1-methyl-5-bromouracil 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: 80.0%

5-bromouracil (51-20-7) + methyl iodide (74-88-4) → 5-bromo-1-methyl-1H-pyrimidine-2,4-dione (6327-97-5)

Guidance literature:

5-bromouracil; With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane; In 1,2-dichloro-ethane; Inert atmosphere; Reflux;

methyl iodide; With iodine; In 1,2-dichloro-ethane; for 12h; Inert atmosphere; Reflux;

DOI:10.1093/nar/gkr1210

Reference yield: 78.0%

5-acetoxymercuri-1-methyluracil (119255-08-2) → 5-bromo-1-methyl-1H-pyrimidine-2,4-dione (6327-97-5)

Guidance literature:

With bromine; potassium bromide; at 60 - 70 ℃; for 0.25h;

Reference yield: 12.0%

trimethyl phosphite (512-56-1) + 5-bromouracil (51-20-7) → 5-bromo-1-methyl-1H-pyrimidine-2,4-dione (6327-97-5)

Guidance literature:

In N,N-dimethyl-formamide; Heating;

upstream raw materials:

1-methyluracil

trimethyl phosphite

5-bromouracil

5-acetoxymercuri-1-methyluracil

Downstream raw materials:

C₂₀H₂₇BrN₂O₄S

Refernces

• 1、 Shelke, Sandip A.,Sigurdsson, Snorri Th.. "Structural changes of an abasic site in duplex DNA affect noncovalent binding of the spin label C". experimental part. p. 3732 - 3740. Retrieved 2012/07/16.
• 2、 Skulski, Lech,Kujawa, Anna,Kujawa, Tadeusz M.. "Halo-demercuration Reactions of the 1,3-Dimethyluracil and 1-Methyluracil 5-Substituted Mercurials". . p. 499 - 505. Retrieved 2007/10/02.