2-Bromo-N-hydroxy-benzamidine

Base Information

• Chemical Name: 2-Bromo-N-hydroxy-benzamidine
• CAS No.: 132475-60-6
• Molecular Formula: C7H7 Br N2 O
• Molecular Weight: 215.049
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID80398992
• Mol file: 132475-60-6.mol

Synonyms:2-BROMO-N-HYDROXY-BENZAMIDINE;132475-60-6;2-bromo-N'-hydroxybenzenecarboximidamide;Benzenecarboximidamide,2-bromo-N-hydroxy-;SCHEMBL6473649;DTXSID80398992;FT-0771773;W10710

Chemical Property of 2-Bromo-N-hydroxy-benzamidine

Chemical Property:

• Boiling Point: 367.2 °C at 760 mmHg
• Flash Point: 175.9 °C
• PSA: 56.11000
• Density: 1.68 g/cm³
• LogP: 2.24390
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 213.97418
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-n-hydroxy-benzamidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=NO)N)Br

Technology Process of 2-Bromo-N-hydroxy-benzamidine

There total 4 articles about 2-Bromo-N-hydroxy-benzamidine 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: 41.0%

o-cyanobromobenzene (2042-37-7) → (Z)-2-bromo-N'-hydroxybenzimidamide (132475-60-6)

Guidance literature:

With hydroxylamine hydrochloride; potassium carbonate; In ethanol; for 12h; Reflux;

DOI:10.1016/j.ejmech.2018.08.071

Reference yield:

o-cyanobromobenzene (2042-37-7) → 2-bromobenzamidoxime (132475-60-6)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In ethanol; at 70 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.ejmech.2012.12.059

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 2-bromobenzamidoxime (132475-60-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine / acetonitrile / 2 h / Reflux

2: triethylamine; fluorosulfonyl fluoride / acetonitrile / 0.5 h / 20 °C

3: hydroxylamine / acetonitrile / 3 h / Reflux

With fluorosulfonyl fluoride; hydroxylamine; triethylamine; In acetonitrile;

DOI:10.1039/d0ra02631j

upstream raw materials:

o-cyanobromobenzene

ortho-bromobenzaldehyde

2-bromobenzaldehyde oxime

Downstream raw materials:

{3-[3-(2-Bromo-phenyl)-[1,2,4]oxadiazol-5-ylmethyl]-4-oxo-3,4-dihydro-phthalazin-1-yl}-acetic acid

{3-[3-(2-Bromo-phenyl)-[1,2,4]oxadiazol-5-ylmethyl]-4-oxo-3,4-dihydro-phthalazin-1-yl}-acetic acid ethyl ester

3-(2-bromo-phenyl)-5-chloromethyl-[1,2,4]oxadiazole

SbCl₅N(OH)C(NH₂)C₆H₄Br

Refernces

• 1、 Ding, Chengrong,Ge, Shuting,Wei, Junjie,Zhang, Guofu,Zhao, Yiyong. "SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN)". . p. 17288 - 17292. Retrieved 2020/05/18.
• 2、 Xu, Li-Li,Wu, Yu-Feng,Wang, Lei,Li, Cui-Cui,Li, Li,Di, Bin,You, Qi-Dong,Jiang, Zheng-Yu. "Structure-activity and structure-property relationships of novel Nrf2 activators with a 1,2,4-oxadiazole core and their therapeutic effects on acetaminophen (APAP)-induced acute liver injury". . p. 1376 - 1394. Retrieved 2018/09/13.