2,3-Dimethyl-1H-indol-5-ylamine

Base Information

• Chemical Name: 2,3-Dimethyl-1H-indol-5-ylamine
• CAS No.: 16712-58-6
• Molecular Formula: C10H12 N2
• Molecular Weight: 160.219
• Hs Code.: 2933990090
• European Community (EC) Number: 634-105-3
• NSC Number: 87951
• UNII: SW4MWX9BD4
• DSSTox Substance ID: DTXSID50293223
• Nikkaji Number: J2.991.706J
• Wikidata: Q82031880
• Mol file: 16712-58-6.mol

Synonyms:2,3-dimethyl-1h-indol-5-amine;16712-58-6;2,3-Dimethyl-1H-indol-5-ylamine;5-Amino-2,3-dimethylindole;1H-Indol-5-amine, 2,3-dimethyl-;2,3-dimethyl-5-aminoindole;NSC-87951;SW4MWX9BD4;(2,3-Dimethyl-1H-indol-5-yl)amine;Indole, 5-amino-2,3-dimethyl-;NSC87951;UNII-SW4MWX9BD4;SCHEMBL427392;5-amino-2,3-dimethyl indole;1H-Indol-5-amine,3-dimethyl-;DTXSID50293223;NEFAZJJIHDDXKM-UHFFFAOYSA-N;MFCD00086324;AKOS000276391;AT38022;CS-0216910;FT-0678738;EN300-6474580;A882273;F2113-0267;Z1198150374

Chemical Property of 2,3-Dimethyl-1H-indol-5-ylamine

Chemical Property:

• Vapor Pressure: 1.28E-05mmHg at 25°C
• Melting Point: 178 °C
• Boiling Point: 368.3°Cat760mmHg
• PKA: 18.27±0.30(Predicted)
• Flash Point: 204.2°C
• PSA: 41.81000
• Density: 1.172g/cm³
• LogP: 2.94810
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 160.100048391
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

98%min ^*data from raw suppliers

2,3-Dimethyl-1H-indol-5-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC2=C1C=C(C=C2)N)C

Technology Process of 2,3-Dimethyl-1H-indol-5-ylamine

There total 6 articles about 2,3-Dimethyl-1H-indol-5-ylamine 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: 60.0%

2,3-Dimethyl-5-nitro-1H-indole (21296-94-6) → 5-amino-2,3-dimethylindole (16712-58-6)

Guidance literature:

With iron; ammonium chloride; In methanol; water; at 65 ℃; for 1h;

Reference yield:

butan-2-one-(4-nitro-phenylhydrazone) (1017-79-4,41902-45-8,41902-46-9) → 5-amino-2,3-dimethylindole (16712-58-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous hydrochloric acid

2: Na₂S₂O₄; aq.-ethanolic NaOH

With hydrogenchloride; sodium hydroxide; sodium dithionite;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 5-amino-2,3-dimethylindole (16712-58-6)

Guidance literature:

Multi-step reaction with 4 steps

1: hydrogenchloride; sodium nitrite

2: acetic acid / ethanol

3: hydrogenchloride / 12 h / Reflux

4: sodium dithionite; sodium hydroxide / ethanol / 1 h / 80 °C

With hydrogenchloride; sodium dithionite; acetic acid; sodium hydroxide; sodium nitrite; In ethanol;

DOI:10.1055/s-0031-1290565

upstream raw materials:

2,3-Dimethyl-5-nitro-1H-indole

2,3-dimethylindole

butan-2-one-(4-nitro-phenylhydrazone)

4-nitro-aniline

Downstream raw materials:

6,7-dimethyl-2,3-diphenyl-1H,5H-pyrrolo<2,3-f>indole

7,8-dimethyl-1,2-diphenyl-3H,6H-pyrrolo<3,2-e>indole

8,9-dimethyl-2,4-diphenyl-7H-pyrrolo[2,3-h]quinoline

7,9-Diphenyl-1,2-dimethylpyrrolo<3.2-f>quinoline

Refernces

• 1、 Ramesh, Subburethinam,Nagarajan, Rajagopal. "One-pot synthesis of pyrrolo[3,2-f]-and pyrrolo[2,3-h]quinoline derivatives: Observation of an unexpected mechanistic pathway". supporting information; scheme or table. p. 717 - 722. Retrieved 2012/07/03.