1-Amino-5-bromouracil

Base Information

• Chemical Name: 1-Amino-5-bromouracil
• CAS No.: 127984-93-4
• Molecular Formula: C4H4 Br N3 O2
• Molecular Weight: 206
• European Community (EC) Number: 866-145-4
• UNII: H98AR3JR9L
• DSSTox Substance ID: DTXSID20155763
• Nikkaji Number: J458.799E
• Wikidata: Q27279798
• ChEMBL ID: CHEMBL1444798
• Mol file: 127984-93-4.mol

Synonyms:1-amino-5-bromouracil;ABU-1,5

Chemical Property of 1-Amino-5-bromouracil

Chemical Property:

• PSA: 81.14000
• Density: 2.064g/cm³
• LogP: 0.00640
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 204.94869
• Heavy Atom Count: 10
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

1-AMINO-5-BROMOURACIL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1N)Br

Technology Process of 1-Amino-5-bromouracil

There total 4 articles about 1-Amino-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: 89.0%

1-acetylamino-5-bromouracil (138481-92-2) → 1-Amino-5-bromouracil (127984-93-4)

Guidance literature:

With sulfuric acid; at 85 ℃; for 5h;

DOI:10.1248/cpb.40.1808

Reference yield: 56.0%

2,4-bis-(trimethylsilyloxy)-5-bromopyrimidine (33282-64-3) → 1-Amino-5-bromouracil (127984-93-4)

Guidance literature:

With mesitylenesulfonylhydroxylamine; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1248/cpb.40.1808

Reference yield: 55.0%

N-hydroxy-2,4,6-trimethylbenzensulfonamide (58042-39-0) + 2,4-bis-(trimethylsilyloxy)-5-bromopyrimidine (33282-64-3) → 1-Amino-5-bromouracil (127984-93-4)

Guidance literature:

In dichloromethane; water;

upstream raw materials:

1-acetylamino-5-bromouracil

2,4-bis-(trimethylsilyloxy)-5-bromopyrimidine

N-hydroxy-2,4,6-trimethylbenzensulfonamide

mesitylenesulfonylhydroxylamine

Downstream raw materials:

1-benzylideneamino-5-bromouracil

Refernces

• 1、 -. "1-amino-5-halogenouracils, process for their preparation, and central nervous system depressants containing same as active ingredient". . . Retrieved 2008/06/13.