N-Acetyl-5-Bromo-3-Hydroxyindole

Base Information

• Chemical Name: N-Acetyl-5-Bromo-3-Hydroxyindole
• CAS No.: 114165-30-9
• Molecular Formula: C10H8BrNO2
• Molecular Weight: 254.083
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40150659
• Mol file: 114165-30-9.mol

Synonyms:114165-30-9;N-Acetyl-5-Bromo-3-Hydroxyindole;1-(5-bromo-3-hydroxyindol-1-yl)ethanone;1-acetyl-5-bromo-3-hydroxyindole;1-Acetyl-5-bromo-3-hydroxy-1H-indole;1-(5-bromo-3-hydroxy-1H-indol-1-yl)ethanone;1H-Indol-3-ol, 1-acetyl-5-bromo-;1-(5-bromo-3-hydroxy-1H-indol-1-yl)ethan-1-one;1-Acetyl-5-bromo-1H-indol-3-ol;1-(5-bromo-3-hydroxy-indol-1-yl)ethanone;SCHEMBL1271943;DTXSID40150659;WOLVOYIZHIXSSE-UHFFFAOYSA-N;N-Acetyl-5-Bromo-3-Hydroxy Indole;MFCD00152012;AKOS015914150;PS-5183;CS-0314326;FT-0607286;A-0620;A803145

Chemical Property of N-Acetyl-5-Bromo-3-Hydroxyindole

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 1.52E-06mmHg at 25°C
• Melting Point: 187-188 °C
• Refractive Index: 1.658
• Boiling Point: 387.1 °C at 760 mmHg
• PKA: 8.85±0.40(Predicted)
• Flash Point: 187.9 °C
• PSA: 42.23000
• Density: 1.65 g/cm³
• LogP: 2.76950
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.97384
• Heavy Atom Count: 14
• Complexity: 246

Purity/Quality:

95% ^*data from raw suppliers

1-Acetyl-5-bromoindol-3-ol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C=C(C2=C1C=CC(=C2)Br)O
• Uses: 1-Acetyl-5-bromoindol-3-ol can be used as reagent/reactant for vibrational spectroscopic studies of N1-ethyl-5''-bromo-7-azaindirubin 3''-oxime and N1-ethyl-indirubin 3''-monooxime.

Technology Process of N-Acetyl-5-Bromo-3-Hydroxyindole

There total 14 articles about N-Acetyl-5-Bromo-3-Hydroxyindole 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: 99.0%

2,6-dichloro-3-nitropyridin-4-amine (2897-43-0) → 3,4-diamino-2,6-dichloropyridine (101079-63-4)

Guidance literature:

With hydrogen; In methanol; for 4h;

DOI:10.1021/ml500352s

Reference yield: 82.0%

5-bromoindoxyl diacetate (33588-54-4) → 1-acetyl-5-bromo-3-hydroxyindole (114165-30-9)

Guidance literature:

With water; sodium sulfite; at 80 ℃; for 3h;

Reference yield:

5-bromo-1H-indole (10075-50-0) → 1-acetyl-5-bromo-3-hydroxyindole (114165-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide; iodine; potassium iodide / methanol; water / 3 h / 20 °C

2: acetic acid / 1 h / 90 °C

3: triethylamine / 4 h / 60 °C

4: sulfuric acid / 1 h / 20 °C

With sulfuric acid; iodine; acetic acid; triethylamine; potassium iodide; sodium hydroxide; In methanol; water;

DOI:10.1016/j.carres.2014.10.031

upstream raw materials:

5-bromo-2-<(carboxymethyl)amino>-benzoic acid

acetic anhydride

5-bromoindoxyl diacetate

5-bromo-1H-indole

Downstream raw materials:

5-bromoindol-3-yl 5-acetamido-4,7-di-O-methyl-3,5-dideoxy-D-glycero-D-galacto-nonulopyranosidonic acid

(Z)-2-(4-(methylamino)benzylidene)-1-acetyl-5-bromoindolin-3-one

(Z)-2-(4-(dimethylamino)benzylidene)-1-acetyl-5-bromoindolin-3-one

1-benzyl-5'-bromo-7-azaindirubin