5-(Bromoacetyl)salicylamide

Base Information

• Chemical Name: 5-(Bromoacetyl)salicylamide
• CAS No.: 73866-23-6
• Molecular Formula: C9H8BrNO3
• Molecular Weight: 258.071
• Hs Code.: 2924299090
• European Community (EC) Number: 277-626-8
• DSSTox Substance ID: DTXSID10995014
• Nikkaji Number: J295.275K
• Wikidata: Q72451332
• Mol file: 73866-23-6.mol

Synonyms:73866-23-6;5-(2-bromoacetyl)-2-hydroxybenzamide;5-Bromoacetyl salicylamide;5-(Bromoacetyl)salicylamide;5-(Bromoacetyl)-2-hydroxybenzamide;5-Bromoacetyl-2-hydroxybenzamide;Benzamide, 5-(bromoacetyl)-2-hydroxy-;5-bromoacetylsalicylamide;BRN 3286223;C9H8BrNO3;EINECS 277-626-8;4-10-00-03636 (Beilstein Handbook Reference);5-Bromoacetylsalicyamide;5-(bromoacetyl)-salicylamide;SCHEMBL1809513;AMY8807;DTXSID10995014;MFCD00792456;AKOS000121578;5-Bromoacetyl salicylamide, AldrichCPR;CS-W014604;AC-11001;AS-11587;LS-25839;5-(2-bromanylethanoyl)-2-oxidanyl-benzamide;5-(2-bromo-1-oxoethyl)-2-hydroxybenzamide;FT-0620155;EN300-16612;H10684;A837946;W-104442;5-(Bromoacetyl)-2-hydroxybenzene-1-carboximidic acid;F0001-1860

Chemical Property of 5-(Bromoacetyl)salicylamide

Chemical Property:

• Vapor Pressure: 1.18E-07mmHg at 25°C
• Melting Point: 200-210 °C
• Refractive Index: 1.644
• Boiling Point: 420.2 °C at 760 mmHg
• PKA: 6.13±0.20(Predicted)
• Flash Point: 207.9 °C
• PSA: 80.39000
• Density: 1.705 g/cm³
• LogP: 1.76900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 256.96876
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

98% ^*data from raw suppliers

5-Bromoacetyl-2-hydroxybenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)CBr)C(=O)N)O
• Uses: 5-Bromoacetyl-2-hydroxybenzamide is a reagent used in the synthesis of bisthiazole derivatives and novel 7-methylguanine derivatives targeting influenza polymerase binding domains.

Technology Process of 5-(Bromoacetyl)salicylamide

There total 2 articles about 5-(Bromoacetyl)salicylamide 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: 69.4%

5-acetylsalicylamide (40187-51-7) → 5-(2-bromoacetyl)-2-hydroxybenzamide (73866-23-6)

Guidance literature:

With hydrogen bromide; bromine; In ethyl acetate; at 5 - 10 ℃; for 18h;

DOI:10.1016/j.ejmech.2004.06.003

Reference yield:

→ 5-(2-bromoacetyl)-2-hydroxybenzamide (73866-23-6)

Guidance literature:

/BRN= 3284731/;

Reference yield: 92.0%

5-(2-bromoacetyl)-2-hydroxybenzamide (73866-23-6) → 5-(Dihydroxyacetyl)-2-hydroxybenzamide (141862-47-7)

Guidance literature:

In water; dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

5-acetylsalicylamide

Downstream raw materials:

2-hydroxy-5-<acetyl>benzamide

(R)-2-hydroxy-5-<acetyl>benzamide

(S)-2-hydroxy-5-<acetyl>benzamide

5-(N,N-dibenzylamino)acetylsalicylamide

Refernces

• 1、 Givens, Richard S.,Stensrud, Kenneth,Conrad, Peter G.,Yousef, Abraham L.,Perera, Chamani,Senadheera, Sanjeewa N.,Heger, Dominik,Wirz, Jakob. "P-Hydroxyphenacyl photoremovable protecting groups Robust photochemistry despite substituent diversity". scheme or table. p. 364 - 384. Retrieved 2011/06/22.