Production Method 1

26216-93-3

875-79-6

Reaction Conditions

1.1 Catalysts: Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium ,  1,2-Bis(diphenylphosphino)benzene (crosslinked, polystyrene-bound) Solvents: p-Xylene ;  5 min, rt
1.2 20 h, 130 °C

Reference

Ir-Catalyzed Reversible Acceptorless Dehydrogenation/Hydrogenation of N-Substituted and Unsubstituted Heterocycles Enabled by a Polymer-Cross-Linking Bisphosphine

Zhang, Deliang; et al, Organic Letters, 2020, 22(13), 5240-5245

Production Method 2

875-79-6

Reaction Conditions

1.1 Reagents: 2-Mercaptobenzoic acid Catalysts: Trifluoroacetic acid Solvents: Trifluoroacetic acid

Reference

Nonreductive Desulfenylation of 3-Indolyl Sulfides. Improved Syntheses of 2-Substituted Indoles and 2-Indolyl Sulfides

Hamel, Pierre; et al, Journal of Organic Chemistry, 1994, 59(21), 6372-7

Production Method 3

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 30 min, 0 °C
1.2 overnight, 0 °C

Reference

Tryptamine Synthesis by Iron Porphyrin Catalyzed C-H Functionalization of Indoles with Diazoacetonitrile

Hock, Katharina J. ; et al, Angewandte Chemie, 2019, 58(11), 3630-3634

Production Method 4

603-76-9

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  rt; 30 min, rt
1.2 30 min, 0 °C; 0 °C → rt; overnight, rt
1.3 Solvents: Water

Reference

Friedel-Crafts Acylation of Pyrroles and Indoles using 1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) as a Nucleophilic Catalyst

Taylor, James E.; et al, Organic Letters, 2010, 12(24), 5740-5743

Production Method 5

42108-38-3

917-54-4

875-79-6

Reaction Conditions

1.1 Reagents: Titanocene dichloride Solvents: Diethyl ether ,  Toluene ;  -5 °C; 1 h, -5 °C; 1 h, rt; rt → 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water ;  cooled
1.3 Solvents: Toluene ;  72 h, reflux

Reference

Synthesis of indoles via alkylidenation of acyl hydrazides

Hisler, Kevin; et al, Tetrahedron Letters, 2009, 50(26), 3290-3293

Production Method 6

173436-68-5

875-79-6

Reaction Conditions

1.1 Solvents: Acetonitrile ;  rt
1.2 Reagents: Water ;  rt

Reference

Detosylative (Deutero)alkylation of Indoles and Phenols with (Deutero)alkoxides

Zhu, Ming-Hui; et al, Organic Letters, 2019, 21(17), 7073-7077

Production Method 7

37493-34-8

875-79-6

Reaction Conditions

1.1 Reagents: Potassium tert-butoxide ,  1,1,3,3-Tetramethyldisiloxane Catalysts: Bis(1,5-cyclooctadiene)nickel ,  1H-Imidazolium, 1,3-dicyclohexyl-, tetrafluoroborate(1-) (1:1) Solvents: Toluene ;  10 h, 110 °C; 110 °C → rt
1.2 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  rt; rt → 65 °C; 2 h, 65 °C

Reference

Exhaustive Reduction of Esters Enabled by Nickel Catalysis

Cook, Adam; et al, Journal of the American Chemical Society, 2020, 142(18), 8109-8115

Production Method 8

77129-87-4

875-79-6

Reaction Conditions

Reference

Photochemical investigations of 4-(N-methylanilino)-pent-3-en-2-one

Watson, Darrell; et al, Texas Journal of Science, 1980, 32(4), 357-61

Production Method 9

77129-87-4

875-79-6

Reaction Conditions

1.1 Solvents: Diethyl ether
2.1 -

Reference

The photochemistry of 4-(N-methylanilino)-pent-3-en-2-one

Berry, Jennifer L.; et al, Tetrahedron Letters, 1985, 26(2), 143-6

Production Method 10

26216-93-3

875-79-6

Reaction Conditions

1.1 Catalysts: Tris(pentafluorophenyl)borane Solvents: Methyl-d3benzene ;  rt → 120 °C; 0.75 h, 120 °C

Reference

Frustrated Lewis Pair Catalyzed Dehydrogenative Oxidation of Indolines and Other Heterocycles

Maier, Alexander F. G.; et al, Angewandte Chemie, 2016, 55(40), 12219-12223

Production Method 11

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C → rt; 30 min, rt; rt → 0 °C
1.2 0 °C; 0 °C → rt
1.3 Reagents: Water ;  rt

Reference

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

Zhang, Jun ; et al, Organic Letters, 2019, 21(1), 14-17

Production Method 12

95-20-5

875-79-6

Reaction Conditions

1.1 Catalysts: Sodium hydride Solvents: Tetrahydrofuran ;  30 min, 0 °C
1.2 Solvents: Tetrahydrofuran ;  0 °C; 12 h, rt

Reference

Design, synthesis and biological evaluation of novel 2-sulfonylindoles as potential anti-inflammatory therapeutic agents for treatment of acute lung injury

Xia, Qinqin ; et al, European Journal of Medicinal Chemistry, 2018, 160, 120-132

Production Method 13

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  30 min, rt
1.2 16 h, rt

Reference

Indole Naphthyridinones as Inhibitors of Bacterial Enoyl-ACP Reductases FabI and FabK

Seefeld, Mark A.; et al, Journal of Medicinal Chemistry, 2003, 46(9), 1627-1635

Production Method 14

57056-93-6

591-87-7

875-79-6

Reaction Conditions

1.1 Reagents: Potassium carbonate ,  Tetrabutylammonium chloride ,  Oxygen Catalysts: Palladium chloride Solvents: Dimethylacetamide ;  12 h, 100 °C

Reference

Palladium-Catalyzed Selective Heck-Type Diarylation of Allylic Esters with Aryl Halides Involving a β-OAc Elimination Process

Liu, Yan; et al, Organic Letters, 2011, 13(5), 1126-1129

Production Method 15

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Potassium hydroxide Solvents: Dimethylformamide ;  30 min, rt
1.2 cooled; 96 h, rt

Reference

Exploration and Development of a C-H-Activated Route to Access the [1,2]Dithiolo[4,3-b]indole-3(4H)-thione Core and Related Derivatives

Asquith, Christopher R. M. ; et al, Synlett, 2019, 30(2), 156-160

Production Method 16

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 30 min, 0 °C
1.2 overnight, 0 °C

Reference

Iron-catalyzed C-H insertions: organometallic and enzymatic carbene transfer reactions

Hock, Katharina J.; et al, ChemRxiv, 2018, 1, 1-17

Production Method 17

6832-87-7

29456-04-0

875-79-6

Reaction Conditions

Reference

Indole synthesis via SRN1 reactions

Bard, Raymond R.; et al, Journal of Organic Chemistry, 1980, 45(8), 1546-7

Production Method 18

1184-58-3

875-79-6

Reaction Conditions

1.1 Reagents: Lithium chloride Catalysts: Bis(acetylacetonato)nickel ,  1,3-Bis(diphenylphosphino)propane Solvents: Hexane ,  1,4-Dioxane ;  16 h, 170 °C; 170 °C → rt

Reference

Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst

Okita, Toshimasa; et al, Organic Letters, 2018, 20(10), 3132-3135

Production Method 19

611-21-2

875-79-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran
1.2 Reagents: Carbon dioxide
1.3 Reagents: Butyllithium
1.4 Reagents: Hydrochloric acid Solvents: Water

Reference

Carbon dioxide: a reagent for the simultaneous protection of nucleophilic centers and the activation of alternative locations to electrophilic attack. 16. A novel synthetic method for the side-chain functionalization of N-methyl-o-toluidine and for the preparation of 2-substituted N-methylindoles

Katritzky, Alan R.; et al, Heterocycles, 1990, 30(1), 407-14

Production Method 20

95-20-5

875-79-6

Reaction Conditions

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide ;  0 °C; 1 h, 0 °C; overnight, 0 °C
1.2 Reagents: Ammonium chloride Solvents: Water

Reference

A domino reaction for generating β-aryl aldehydes from alkynes by substrate recognition catalysis

Fang, Weiwei ; et al, Nature Communications, 2019, 10(1),

Production Method 21

19164-60-4

65962-98-3

875-79-6

Reaction Conditions

1.1 Solvents: 1,1,1,3,3,3-Hexafluoro-2-propanol ;  0 °C → 25 °C; 3 h, 25 °C

Reference

From Cycloalkanols to Heterocycles via Nitrogen Insertion

Sandvoss, Alexander; et al, Organic Letters, 2023, 25(31), 5795-5799

Production Method 22

16136-58-6

875-79-6

Reaction Conditions

1.1 Reagents: Trimethylboroxin ,  Pivalic anhydride Catalysts: Palladium diacetate ,  1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Tetrahydrofuran ,  1,4-Dioxane ;  24 h, 160 °C

Reference

Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids

Feng, Boya; et al, Organic Chemistry Frontiers, 2022, 9(4), 1085-1089

Production Method 23

2417963-00-7

875-79-6

Reaction Conditions

1.1 Reagents: 1-Octanethiol Catalysts: Trifluoromethanesulfonic acid Solvents: Dichloromethane ;  12 h, 23 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  10 min, 23 °C

Reference

Facile C-S Bond Cleavage of Aryl Sulfoxides Promoted by Bronsted Acid

Brutiu, Bogdan R.; et al, Synlett, 2021, 32(5), 488-490

Production Method 24

1184-58-3

37493-34-8

875-79-6

Reaction Conditions

1.1 Catalysts: Benzenesulfonic acid, 4-methyl-, nickel(2+) salt (2:1) ,  1,1′-(3,4-Thiophenediyl)bis[1,1-dicyclohexylphosphine] Solvents: Hexane ,  1,4-Dioxane ;  16 h, 170 °C; 170 °C → rt

Reference

Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst

Okita, Toshimasa; et al, Organic Letters, 2018, 20(10), 3132-3135

Production Method 25

80-48-8

603-76-9

875-79-6

Reaction Conditions

1.1 Reagents: Butyllithium Solvents: Diethyl ether

Reference

Heteroatom-facilitated lithiations

Gschwend, Heinz W.; et al, Organic Reactions (Hoboken, 1979, 26,

1,2-dimethyl-1H-indole Raw materials

• 1-methyl-1H-indole-2-carboxylic acid
• 1H-Indole, 2,3-dihydro-1,2-dimethyl-
• N,N'-dimethyl-N'-phenylacetohydrazide
• Bicyclo[4.2.0]octa-1,3,5-trien-7-ol, 7-methyl-
• N,2-dimethylaniline
• Aluminum,chlorodimethyl-
• Methanamine, N-[[(2,4,6-trimethylphenyl)sulfonyl]oxy]-
• 2-Bromo-N-methylaniline
• Benzenamine, 2-iodo-N-methyl-
• Methyl 1-methyl-1H-indole-2-carboxylate
• Methyllithium (1.6M in Diethyl Ether)
• methyl 4-methylbenzene-1-sulfonate
• Allyl acetate
• 1-Propen-2-ol(6CI,7CI,8CI,9CI)
• 1,2-Dimethyl-3-(methylsulfinyl)-1H-indole
• 1H-Indole, 2-methyl-1-[(4-methylphenyl)sulfonyl]-
• 3-PENTEN-2-ONE, 4-(METHYLPHENYLAMINO)-
• 2-Methylindole
• 1-methyl-1H-indole

1,2-dimethyl-1H-indole Preparation Products

• 1,2-dimethyl-1H-indole (875-79-6)

• 1. Enabling non-flammable Li-metal batteries via electrolyte functionalization and interface engineering?
  Jing Yu,Yu-Qi Lyu,Jiapeng Liu,Mohammed B. Effat,Junxiong Wu J. Mater. Chem. A, 2019,7, 17995-18002
• 2. Evolving better nanoparticles: Genetic algorithms for optimising cluster geometries
  Dalton Trans., 2003, 4193-4207
• 3. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 4. EWOD-driven droplet microfluidic device integrated with optoelectronic tweezers as an automated platform for cellular isolation and analysis?
  Gaurav J. Shah,Eric P.-Y. Chiou,Ming C. Wu,Chang-Jin “CJ” Kim Lab Chip, 2009,9, 1732-1739
• 5. Fast synthesis of red Li3BaSrLn3(WO4)8:Eu3+ phosphors for white LEDs under near-UV excitation by a microwave-assisted solid state reaction method and photoluminescence studies
  Bo Wei,Zhenyu Liu,Chen Xie,Shu Yang,Wentao Tang,Aiwei Gu,Wing-Tak Wong,Ka-Leung Wong J. Mater. Chem. C, 2015,3, 12322-12327

Comprehensive Overview of 1,2-dimethyl-1H-indole (CAS No. 875-79-6): Properties, Applications, and Industry Insights

1,2-dimethyl-1H-indole (CAS No. 875-79-6) is a heterocyclic organic compound belonging to the indole derivatives family. This compound has garnered significant attention in recent years due to its versatile applications in pharmaceuticals, agrochemicals, and material science. With the increasing demand for specialty chemicals and bioactive molecules, researchers and industry professionals are actively exploring the potential of 1,2-dimethyl-1H-indole in various cutting-edge fields.

The molecular structure of 1,2-dimethyl-1H-indole features a fused benzene and pyrrole ring system, with two methyl groups attached at the 1 and 2 positions. This unique configuration contributes to its distinct chemical properties, including moderate polarity and excellent stability under standard conditions. Recent studies highlight its role as a key intermediate in the synthesis of pharmaceutical compounds, particularly those targeting neurological disorders and inflammatory conditions.

In the context of green chemistry and sustainable synthesis, 1,2-dimethyl-1H-indole has emerged as a valuable building block. Its compatibility with catalytic processes and microwave-assisted reactions aligns with the industry's shift toward eco-friendly production methods. Researchers are particularly interested in optimizing its synthesis routes to minimize waste generation and energy consumption, addressing growing concerns about environmental impact in chemical manufacturing.

The compound's applications extend to the flavor and fragrance industry, where its subtle aromatic profile makes it suitable for creating complex scent compositions. Perfumers value 1,2-dimethyl-1H-indole for its ability to contribute warm, earthy notes to fragrance formulations. This has led to increased searches for "indole derivatives in perfumery" and "synthetic aroma chemicals" among professionals in this field.

From a material science perspective, 1,2-dimethyl-1H-indole shows promise in the development of organic semiconductors and photovoltaic materials. Its electron-rich structure and planarity make it an attractive candidate for organic electronic devices, particularly in the context of flexible electronics and OLED technology. These applications have driven significant interest in "indole-based functional materials" across academic and industrial research communities.

Quality control and analytical methods for 1,2-dimethyl-1H-indole have become increasingly sophisticated, with advanced techniques like HPLC-MS and NMR spectroscopy being routinely employed. The compound's purity is crucial for its various applications, leading to frequent searches for "CAS 875-79-6 specifications" and "1,2-dimethyl-1H-indole analytical standards" among quality assurance professionals.

Recent patent filings reveal growing interest in 1,2-dimethyl-1H-indole derivatives for drug discovery programs. Pharmaceutical companies are investigating its potential as a scaffold for developing novel kinase inhibitors and GPCR modulators. This has sparked discussions about "indole chemistry in medicinal chemistry" and "privileged structures in drug design" within scientific circles.

The global market for 1,2-dimethyl-1H-indole reflects broader trends in the fine chemicals sector, with Asia-Pacific emerging as both a major producer and consumer. Supply chain considerations and "specialty chemical sourcing strategies" have become hot topics among procurement specialists dealing with this compound. Regulatory aspects, particularly concerning REACH compliance and GMP standards, also feature prominently in industry discussions.

Looking ahead, research into 1,2-dimethyl-1H-indole continues to expand, with particular focus on its potential in biocatalysis and enzymatic transformations. The compound's compatibility with biotechnological processes opens new avenues for sustainable production methods. These developments align with the broader industry shift toward white biotechnology and bio-based manufacturing, making 1,2-dimethyl-1H-indole a compound to watch in coming years.

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• 680859-99-8(1,2-Dimethyl-1H-pyrrolo[3,2-c]pyridine)
• 58867-69-9((1-(1,2-dimethyl-1H-indol-5-yl)methanamine ))
• 31385-19-0(Quinolinium,1,2,6-trimethyl-, iodide (1:1))
• 97799-86-5(1H-Indole, 1,2,4,6-tetramethyl-)
• 40876-94-6(1-Ethyl-2-methylindole)
• 61433-53-2(1H-Benz[g]indole, 1-ethyl-2-methyl-)
• 140934-55-0(1H-Indole-1-carbonitrile,2-methyl-)
• 620175-89-5(1,2,7-Trimethyl-1H-indole)
• 85094-87-7(2-ethynyl-1-methyl-1H-indole)