5-Acetylsalicylamide

Base Information

• Chemical Name: 5-Acetylsalicylamide
• CAS No.: 40187-51-7
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Hs Code.: 2924.29
• European Community (EC) Number: 254-830-5
• DSSTox Substance ID: DTXSID2057736
• Nikkaji Number: J236.322D
• Wikidata: Q72435803
• ChEMBL ID: CHEMBL3186004
• Mol file: 40187-51-7.mol

Synonyms:5-Acetylsalicylamide;5-Acetyl-2-hydroxybenzamide;40187-51-7;Benzamide, 5-acetyl-2-hydroxy-;5-Acetyl-2-hydroxy-benzamide;5-Acetyl salicylamide;BRN 3258263;EINECS 254-830-5;DTXSID2057736;MFCD00049222;4-10-00-03635 (Beilstein Handbook Reference);5-Acetylsalicylamide, 98%;SCHEMBL322274;CHEMBL3186004;DTXCID3031525;AMY13502;Tox21_113835;BBL011499;STL146611;AKOS005721143;NCGC00253716-01;DS-10628;LS-25216;SY048818;CAS-40187-51-7;A1156;CS-0068949;FT-0619937;F13775;EN300-7417401;A824965;SR-01000944780;SR-01000944780-1;W-106381;BRD-K97742629-001-01-5

Chemical Property of 5-Acetylsalicylamide

Chemical Property:

• Appearance/Colour: cream to beige powder
• Vapor Pressure: 3.38E-06mmHg at 25°C
• Melting Point: 220-222 °C(lit.)
• Refractive Index: 1.597
• Boiling Point: 376.3 °C at 760 mmHg
• PKA: 6.57±0.18(Predicted)
• Flash Point: 181.4 °C
• PSA: 80.39000
• Density: 1.297 g/cm³
• LogP: 1.39400
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 179.058243149
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

5-Acetylsalicylamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1)O)C(=O)N
• Uses: 5-Acetylsalicylamide is used as a reagent in the synthesis of Phosphotyrosine(P365000) peptidomimetic prodrugs, compounds that have similar structure to small protein-like chains in order to mimic peptide activities. 5-Acetylsalicylamide is also used as a reagent to prepare 4-aminopiperidine ureas, compounds that act as human β3 adrenergic receptor agonists.

Technology Process of 5-Acetylsalicylamide

There total 4 articles about 5-Acetylsalicylamide 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: 95.0%

acetyl chloride (75-36-5) + salicylamide (65-45-2) → 5-acetylsalicylamide (40187-51-7)

Guidance literature:

With aluminum (III) chloride; In nitromethane; dichloromethane; at 0 - 20 ℃;

DOI:10.1515/hc-2012-0081

Reference yield:

(3-Carbamoyl-4-hydroxy-benzyl)-carbamic acid tert-butyl ester → 5-acetylsalicylamide (40187-51-7)

Guidance literature:

Reference yield:

O-acetylsalicylamide (5663-71-8) → 5-acetylsalicylamide (40187-51-7)

Guidance literature:

With aluminium trichloride;

upstream raw materials:

O-acetylsalicylamide

acetyl chloride

salicylamide

Downstream raw materials:

*,S^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide

*,S^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide

*,R^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide

*,R^*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide

Refernces

• 1、 -. "5 - acetyl salicylic amide synthesis method". Paragraph 0039; 0040; 0041; 0042; 0043-0057; 0068-0075. . Retrieved 2017/07/04.
• 2、 -. "2-aminopyridine derivatives and combinatorial libraries thereof". . . Retrieved 2008/06/13.