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

Base Information

• Chemical Name: 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
• CAS No.: 3449-48-7
• Molecular Formula: C13H13NO
• Molecular Weight: 199.252
• Hs Code.: 2933990090
• European Community (EC) Number: 886-164-1
• DSSTox Substance ID: DTXSID80345906
• Nikkaji Number: J2.347.243K
• Wikidata: Q82118702
• ChEMBL ID: CHEMBL1391599
• Mol file: 3449-48-7.mol

Synonyms:6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one;3449-48-7;6-methyl-2,3,4,9-tetrahydrocarbazol-1-one;6-Methyl-2,3,4,9-tetrahydro-carbazol-1-one;6-methyl-3,4-dihydro-2H-carbazol-1(9H)-one;MFCD00220361;6-methyl-1,2,3,4-tetrahydrocarbazol-1-one;EC-000.1478;Cambridge id 5175307;6-methyl-2,3,4,9-tetrahydro-4aH-carbazol-1-one;MLS000554948;SCHEMBL4031072;CHEMBL1391599;DTXSID80345906;HMS2329K12;STK325012;AKOS000264782;AS-10069;SMR000147065;3,4-Dihydro-6-methylcarbazol-1(2H)-one;BB 0259334;CS-0061344;EN300-31790;6-methyl-1,2,3,4-tetrahydro-carbazol-1-one;Carbazol-1(2H)-one, 3,4-dihydro-6-methyl-;W17180;6-Methyl-3,4-dihydro-9H-carbazole-1(2H)-one;AE-641/01664012;SR-01000395611;4-(3,5-DIMETHYL-PYRAZOL-1-YL)-BENZOICACID;SR-01000395611-1;6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one #;Z57395674;F0266-0136

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

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Boiling Point: 396.7oC at 760 mmHg
• Flash Point: 200.5oC
• PSA: 32.86000
• Density: 1.233g/cm3
• LogP: 2.99530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 199.099714038
• Heavy Atom Count: 15
• Complexity: 276

Purity/Quality:

98%Min ^*data from raw suppliers

6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC3=C2CCCC3=O

Technology Process of 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one

There total 22 articles about 6-Methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 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: 91.0%

(±)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-ol (177352-49-7) → 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one (3449-48-7,812649-03-9)

Guidance literature:

With pivalaldehyde; In toluene; at 40 ℃; for 0.333333h; Flow reactor;

DOI:10.1021/ol4027107

Reference yield: 90.0%

p-tolylhydrazine hydrochloride (637-60-5,35467-65-3) + 2-aminocyclohexanone hydrochloride (6946-05-0) → 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one (3449-48-7,812649-03-9)

Guidance literature:

p-tolylhydrazine hydrochloride; 2-aminocyclohexanone hydrochloride; With sodium hydroxide; water; at 20 ℃; for 0.25h;

With water; acetic acid; for 5h; Reflux;

DOI:10.1080/00397910802499567

Reference yield: 71.71%

p-tolylhydrazine hydrochloride (637-60-5,35467-65-3) + cyclohexane-1,2-dione (765-87-7) → 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one (3449-48-7,812649-03-9)

Guidance literature:

With hydrogenchloride; acetic acid; In methanol; water; at 20 - 60 ℃; for 24h;

upstream raw materials:

acetic acid

cyclohexane-1,2-dione-mono-p-tolylhydrazone

cyclohexanone-2-ol

N-4-methylphenylhydrazine

Downstream raw materials:

2-benzylidene-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one

6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-amine

6-methyl-1-(N-phenylamino)carbazole

5,6-dihydro-3-methyl-7-phenyl-13H-indolo[3,2-c]acridine

Refernces

• 1、 Bi, Hong-Yan,Li, Cheng-Jing,Liang, Cui,Mo, Dong-Liang,Wei, Cui. "Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles". supporting information. p. 5815 - 5821. Retrieved 2020/09/21.
• 2、 Li, Yangxiong,Gardner, Jessi J.,Fortney, Katherine R.,Leus, Inga V.,Bonifay, Vincent,Zgurskaya, Helen I.,Pletnev, Alexandre A.,Zhang, Sheng,Zhang, Zhong-Yin,Gribble, Gordon W.,Spinola, Stanley M.,Duerfeldt, Adam S.. "First-generation structure-activity relationship studies of 2,3,4,9-tetrahydro-1H-carbazol-1-amines as CpxA phosphatase inhibitors". supporting information. p. 1836 - 1841. Retrieved 2019/05/22.