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

Base Information

• Chemical Name: 2,3-Dimethyl-5-nitro-1H-indole
• CAS No.: 21296-94-6
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• European Community (EC) Number: 244-321-6
• NSC Number: 84204
• UNII: GG6NE6JX8X
• DSSTox Substance ID: DTXSID20175562
• Nikkaji Number: J46.166K
• Wikidata: Q63409450
• Mol file: 21296-94-6.mol

Synonyms:2,3-Dimethyl-5-nitro-1H-indole;21296-94-6;2,3-DIMETHYL-5-NITROINDOLE;GG6NE6JX8X;NSC-84204;D-glucosaminicacid;NSC84204;1H-Indole, 2,3-dimethyl-5-nitro-;UNII-GG6NE6JX8X;Oprea1_859180;CBDivE_000081;LCZC1530;SCHEMBL4011471;DTXSID20175562;5-NITRO-2,3-DIMETHYLINDOLE;EINECS 244-321-6;MFCD00022708;NSC 84204;STK248646;AKOS000491082;PS-5468;CS-0215983;FT-0609699;EN300-31696;D-5470;E85488;A815252;Q63409450;Z57204957;F3145-1019

Chemical Property of 2,3-Dimethyl-5-nitro-1H-indole

Chemical Property:

• Vapor Pressure: 1.49E-05mmHg at 25°C
• Melting Point: 184-186°C
• Boiling Point: 377.2°Cat760mmHg
• PKA: 16.12±0.30(Predicted)
• Flash Point: 181.9°C
• PSA: 61.61000
• Density: 1.3g/cm³
• LogP: 3.21610
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

2,3-Dimethyl-5-nitro-1H-indole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC2=C1C=C(C=C2)[N+](=O)[O-])C

Technology Process of 2,3-Dimethyl-5-nitro-1H-indole

There total 6 articles about 2,3-Dimethyl-5-nitro-1H-indole 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:

butan-2-one-(4-nitro-phenylhydrazone) (1017-79-4,41902-45-8,41902-46-9) → 2,3-Dimethyl-5-nitro-1H-indole (21296-94-6)

Guidance literature:

With hydrogenchloride;

Reference yield:

4-nitro-aniline (100-01-6,104810-17-5) → 2,3-Dimethyl-5-nitro-1H-indole (21296-94-6)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; sodium nitrite

2: acetic acid / ethanol

3: hydrogenchloride / 12 h / Reflux

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

DOI:10.1055/s-0031-1290565

Reference yield:

4-nitrophenylhydrazone (100-16-3) → 2,3-Dimethyl-5-nitro-1H-indole (21296-94-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol

2: hydrogenchloride / 12 h / Reflux

With hydrogenchloride; acetic acid; In ethanol;

DOI:10.1055/s-0031-1290565

upstream raw materials:

2,3-dimethylindole

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

4-nitro-aniline

4-nitrophenylhydrazone

Downstream raw materials:

5-amino-2,3-dimethylindole

C₁₇H₁₈N₂

1,2,3-trimethyl-7,9-diphenyl-3H-pyrrolo[3,2-f]quinoline

4-(1,2,3-trimethyl-9-phenyl-3H-pyrrolo[3,2-f]quinolin-7-yl)phenyl fluoride

Refernces

• 1、 Zhang, Zhe,Zhang, Bo-Sheng,Li, Kai-Li,An, Yang,Liu, Ce,Gou, Xue-Ya,Liang, Yong-Min. "Palladium-Catalyzed Amination/Dearomatization Reaction of Indoles and Benzofurans". . p. 7817 - 7839. Retrieved 2020/07/16.
• 2、 Fludzinski,Wittenauer,Schenck,Cohen. "2,3-Dialkyl(dimethylamino)indoles: Interaction with 5HT1, 5HT2, and rat stomach fundal serotonin receptors". . p. 2415 - 2418. Retrieved 2007/10/02.