3-Bromo-N-hydroxy-benzamidine

Base Information

• Chemical Name: 3-Bromo-N-hydroxy-benzamidine
• CAS No.: 173406-70-7
• Molecular Formula: C7H7BrN2O
• Molecular Weight: 215.049
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID70392666
• Nikkaji Number: J3.160.527J
• Mol file: 173406-70-7.mol

Synonyms:3-bromo-N'-hydroxybenzenecarboximidamide;173406-70-7;3-Bromo-N-hydroxy-benzamidine;3-Bromo-N'-hydroxybenzamidine;3-bromo-N-hydroxybenzamidine;3-bromo-N'-hydroxybenzimidamide;DTXSID70392666;NQFJSTMFTXNUKP-UHFFFAOYSA-N;AKOS030233748;A20774

Chemical Property of 3-Bromo-N-hydroxy-benzamidine

Chemical Property:

• PSA: 56.11000
• LogP: 2.24390
• XLogP3: 1.9
• 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

3-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(=CC(=C1)Br)C(=NO)N

Technology Process of 3-Bromo-N-hydroxy-benzamidine

There total 4 articles about 3-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: 100.0%

3-cyanobromobenzene (6952-59-6) → 3-bromo-N'-hydroxybenzenecarboximidamide (173406-70-7,1643440-91-8)

Guidance literature:

With hydroxylamine monohydrate; In ethanol; at 90 ℃; for 1h; Sealed tube;

DOI:10.1016/j.ejmech.2018.10.015

Reference yield: 84.3%

3-cyanobromobenzene (6952-59-6) → 3-bromo-N-hydroxybenzimidamide (173406-70-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In ethanol; at 80 ℃; for 7h;

Reference yield:

m-bromobenzoic aldehyde (3132-99-8) → 3-bromo-N'-hydroxybenzenecarboximidamide (173406-70-7,1643440-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: hydroxylamine hydrochloride; sodium acetate / ethanol / 20 °C

2: [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ / acetonitrile / 80 °C

3: hydroxylamine hydrochloride; triethylamine / methanol / 15 h / 20 °C

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; hydroxylamine hydrochloride; sodium acetate; triethylamine; In methanol; ethanol; acetonitrile;

DOI:10.1016/j.bmcl.2015.12.097

upstream raw materials:

3-cyanobromobenzene

m-bromobenzoic aldehyde

3-bromobenzaldehyde oxime

Downstream raw materials:

3-(3-bromophenyl)-5-methyl-1,2,4-oxadiazole

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、 -. "1-CYANO-PYRROLIDINE DERIVATIVES AS DUB INHIBITORS". Paragraph 0955-0956. . Retrieved 2020/11/30.