6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one

Product Name: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one
CAS No.: 3449-48-7
Chemical Name: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one
Synonyms: Carbazol-1(2H)-one, 3,4-dihydro-6-methyl-;6-methyl-3,4-dihydro-2H-carbazol-1(9H)-one;6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one;6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one(SALTDATA: FREE)
CBNumber: CB61116874
Molecular Formula: C13H13NO
Formula Weight: 199.25
MOL File: 3449-48-7.mol

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6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one Property

Melting point:: 195-196 °C
Boiling point:: 396.7±11.0 °C(Predicted)
Density: 1.233±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 15.31±0.20(Predicted)
form: solid
Appearance: Light yellow to yellow Solid

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: TMT00335
Product name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
Packaging: 1g
Price: $550
Updated: 2025/07/31

TRC

Product number: M342713
Product name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
Packaging: 250mg
Price: $350
Updated: 2021/12/16

TRC

Product number: M342713
Product name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
Packaging: 50mg
Price: $90
Updated: 2021/12/16

Matrix Scientific

Product number: 040267
Product name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
Packaging: 500mg
Price: $117
Updated: 2021/12/16

Matrix Scientific

Product number: 040267
Product name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
Packaging: 1g
Price: $180
Updated: 2021/12/16

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6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one Chemical Properties,Usage,Production

Synthesis

637-60-5

765-87-7

3449-48-7

GENERAL STEPS: To a solution of 1,2-cyclohexanedione (2243 mg, 20 mmol) and concentrated hydrochloric acid (13 mL) in acetic acid (40 mL) was slowly added dropwise to a solution of p-toluene hydrazine hydrochloride (1586 mg, 10 mmol) in methanol (25 mL), with dropwise addition time being controlled to within 10 minutes. After the dropwise addition, the reaction mixture was heated to 60 °C and the reaction was stirred overnight. Upon completion of the reaction, the solvent was removed by evaporation and the residue was adjusted to weak basicity with saturated NaHCO3 solution. Subsequently, the mixture was extracted with ethyl acetate (3 x 20 mL). The organic phases were combined, washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 12:1 v/v) to give Intermediate 7 (1235 mg, 62% yield) as a brown powder. A mixture of Intermediate 7 (102 mg, 0.5 mmol), 4-phenylbutylamine (0.12 mL, 0.8 mmol) and a catalytic amount of p-toluenesulfonic acid (p-TsOH) in toluene (10 mL) was reacted by refluxing for 16 h at 140 °C using a Dean-Stark manifold. At the end of the reaction, the solvent was removed by evaporation and the residue was dissolved in methanol. NaBH4 (177 mg) was added to the solution at 0 °C and the solution was then heated to 80 °C until TLC showed that the reaction was complete. The reaction solution was quenched with water and concentrated. Subsequently, the mixture was extracted with ethyl acetate (2 x 20 mL), the organic layers were combined and dried with anhydrous Na2SO4. After evaporation of the solvent, the resulting residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 4:1 v/v) to afford the target compound 5 (123 mg, 72% yield).1H NMR (300 MHz, CDCl3) δ 8.23 (s, 1H), 7.33-7.27 (m, 2H), 7.26-7.23 (m, 1H), 7.23- 7.11 (m, 4H), 6.99-6.92 (m, 1H), 3.97-3.85 (m, 1H), 2.89-2.77 (m, 1H), 2.71-2.63 (m, 4H), 2.63-2.59 (m, 1H), 2.44 (s, 3H), 2.28-2.14 (m, 1H), 2.08-1.95 (m, 1H), 1.83-1.95 (m, 1H), 2.08-1.95 (m, 1H), 2.08-1.95 (m, 1H), 2.08-1.95 (m, 1H), 1.08-1.95 (m, 1H) 1H), 1.83-1.65 (m, 4H), 1.63-1.48 (m, 4H). 13C NMR (125 MHz, DMSO-d6) δ 142.28, 136.74, 134.21, 128.29, 128.18, 127.10, 126.27, 125.57, 121.96, 117.38, 110.68, 108.76, 51.61, 46.07, 35.22, 29.72 , 29.34, 28.92, 21.27, 20.89, 20.76. HRMS (ESI): Calcd for C23H29N2 [M + H]+: 333.2331; Found: 333.2328.

References

[1] European Journal of Medicinal Chemistry, 2019, p. 203 - 211
[2] New Journal of Chemistry, 2009, vol. 33, # 4, p. 760 - 768
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 11, p. 5675 - 5679

6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one Preparation Products And Raw materials

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View Lastest Price from 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one 3449-48-7
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-10

3449-48-7, 6-Methyl-2,3,4,9-tetrahydro-carbazol-1-oneRelated Search:

6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one ETHYL 1-OXO-2,3,4,9-TETRAHYDRO-1H-CARBAZOLE-6-CARBOXYLATE 3-(6-METHYL-1-OXO-1,2,3,4-TETRAHYDRO-CARBAZOL-9-YL)-PROPIONIC ACID CHEMBRDG-BB 7119125 9-ETHYL-8-OXO-6,7,8,9-TETRAHYDRO-5H-CARBAZOLE-3-CARBOXYLIC ACID 9-(3-CHLORO-2-HYDROXYPROPYL)-6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE 9-(2-CHLOROETHYL)-6-METHYL-2,3,4,9-TETRAHYDRO-1H-CARBAZOL-1-ONE CHEMBRDG-BB 5133270

6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one(SALTDATA: FREE)

Carbazol-1(2H)-one, 3,4-dihydro-6-methyl-

6-methyl-3,4-dihydro-2H-carbazol-1(9H)-one

6-Methyl-2,3,4,9-tetrahydro-1<i>H</i>-carbazol-1-one

3449-48-7