Indole-3-acetamide

Base Information

• Chemical Name: Indole-3-acetamide
• CAS No.: 879-37-8
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 29339900
• European Community (EC) Number: 212-904-4
• NSC Number: 1969
• UNII: O9SEW65XW3
• DSSTox Substance ID: DTXSID60236686
• Nikkaji Number: J128.124K
• Wikidata: Q27097844
• Metabolomics Workbench ID: 44027
• Mol file: 879-37-8.mol

Synonyms:auxin amide;indole-3-acetamide;indoleacetamide

Chemical Property of Indole-3-acetamide

Chemical Property:

• Appearance/Colour: White to off white crystalline powder
• Vapor Pressure: 5.4E-09mmHg at 25°C
• Melting Point: 148-150 °C(lit.)
• Refractive Index: 1.687
• Boiling Point: 469.7 °C at 760 mmHg
• PKA: 16.37±0.40(Predicted)
• Flash Point: 237.8 °C
• PSA: 58.88000
• Density: 1.285 g/cm³
• LogP: 1.89600
• Storage Temp.: -20°C
• Solubility.: DMSO (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.079312947
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Indole-3-acetamide >98.0%(HPLC)(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=O)N
• Uses: Indole-3-acetamide was used in the synthesis of [5.5.6.6]diazafenestrane skeleton and indole-3-acetic acid.

Technology Process of Indole-3-acetamide

There total 22 articles about Indole-3-acetamide 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%

indole-3-acetonitrile (771-51-7) → 3-indolylacetamide (879-37-8)

Guidance literature:

With water; nitrile hydratase from Rhodococcus rhodochrous J₁; at 25 ℃; for 24h; KH₂PO₄-K₂HPO₄ puffer pH=8.0;

DOI:10.1016/0040-4020(89)80133-4

Reference yield: 95.0%

tryptamine (61-54-1) → 3-indolylacetamide (879-37-8)

Guidance literature:

With C₃₁H₂₉Br₂N₃Ru; potassium tert-butylate; In tert-butyl alcohol; at 70 ℃; for 24h;

DOI:10.1039/d1cy01541a

Reference yield: 93.0%

1H-indol-3-acetohydrazide (5448-47-5) + α-bromoacetophenone (70-11-1) → 3-indolylacetamide (879-37-8) + 6-phenyl-3-(indol-3-yl)methyl-1,2,4-triazine

Guidance literature:

With aluminum oxide; for 0.0194444h;

DOI:10.1081/SCC-100103982

upstream raw materials:

ethyl 3-indolylmethyl sulfide

3-(Dimethylaminomethyl)indole

indolyl acetyl chloride

Indole-3-acetic acid methyl ester

Downstream raw materials:

tryptamine

indole-3-acetic acid

2-[1-(2-{3-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-1-[(triphenylmethoxy)methyl]propoxy}ethyl)indol-3-yl]ethanamide

3-{1-[3-(2-hydroxyethoxy)-4-(phenylmethoxy)butyl]indol-3-yl}-4-(indol-3-yl)-3-pyrroline-2,5-dione

Refernces

• 1、 Yadav, Suman,Reshi, Noor U Din,Pal, Saikat,Bera, Jitendra K.. "Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex". . p. 7018 - 7028. Retrieved 2021/11/17.
• 2、 -. "[18F]MALEIMIDE-BASED GLYCOGEN SYNTHASE KINASE-3BETA LIGANDS FOR POSITRON EMISSION TOMOGRAPHY IMAGING AND RADIOSYNTHESIS METHOD". Page/Page column 67; 68. . Retrieved 2018/08/03.