2-Amino-3,5-dibromobenzenesulfonamide

Base Information

• Chemical Name: 2-Amino-3,5-dibromobenzenesulfonamide
• CAS No.: 59018-47-2
• Molecular Formula: C6H6Br2N2O2S
• Molecular Weight: 330
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID90360882
• Wikidata: Q82142897
• Mol file: 59018-47-2.mol

Synonyms:2-amino-3,5-dibromobenzenesulfonamide;59018-47-2;2-AMINO-3,5-DIBROMO-BENZENESULFONAMIDE;SCHEMBL5624674;DTXSID90360882;DQNCVHIKQIPEIA-UHFFFAOYSA-N;SB37820;CS-0453921;FT-0746699;AP-836/41220408

Chemical Property of 2-Amino-3,5-dibromobenzenesulfonamide

Chemical Property:

• PSA: 94.56000
• LogP: 3.80350
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 329.84962
• Heavy Atom Count: 13
• Complexity: 277

Purity/Quality:

98.5% ^*data from raw suppliers

2-Amino-3,5-dibromo-benzenesulfonamide 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1S(=O)(=O)N)N)Br)Br

Technology Process of 2-Amino-3,5-dibromobenzenesulfonamide

There total 2 articles about 2-Amino-3,5-dibromobenzenesulfonamide 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: 44.0%

2-AMINOBENZENESULFONAMIDE (3306-62-5) → 2-amino-3,5-dibromobenzenesulfonamide (59018-47-2)

Guidance literature:

With bromine; acetic acid; at 0 ℃; for 2h;

DOI:10.3762/bjoc.12.101

Reference yield:

→ 2-amino-3,5-dibromobenzenesulfonamide (59018-47-2)

Guidance literature:

2-Amino-benzol-sulfonsaeureamid, Br2, Eg., 35-80grad (nach Parke, Williams, Soc. 1950 S. 1757); neben geroesserer Mengen 2-Amino-5-brom-benzol-sulfonsaeureamid;

Reference yield: 89.0%

methyl 4-(chlorocarbonyl)butyrate (1501-26-4) + 2-amino-3,5-dibromobenzenesulfonamide (59018-47-2) → 4-(2,4-Dibromo-6-sulfamoyl-phenylcarbamoyl)-butyric acid methyl ester

Guidance literature:

In N,N-dimethyl acetamide; at 20 - 25 ℃;

DOI:10.1002/ardp.19853181008

upstream raw materials:

2-AMINOBENZENESULFONAMIDE

Downstream raw materials:

3-benzyl-5,7-dibromo-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide

5,7-dibromo-3-phenyl-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine 1,1-dioxide

4-(5,7-Dibromo-1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-butyric acid

3-(5,7-Dibromo-1,1-dioxo-1,4-dihydro-1λ⁶-benzo[1,2,4]thiadiazin-3-yl)-propionic acid

Refernces

• 1、 Xi, Long-Yi,Zhang, Ruo-Yi,Shi, Lei,Chen, Shan-Yong,Yu, Xiao-Qi. "Iodine-mediated synthesis of 3-acylbenzothiadiazine 1,1-dioxides". supporting information. p. 1072 - 1078. Retrieved 2016/07/06.