3-Chloro-1H-indole-2-carbaldehyde

Base Information

• Chemical Name: 3-Chloro-1H-indole-2-carbaldehyde
• CAS No.: 110912-15-7
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50354661
• Nikkaji Number: J770.135G
• Wikidata: Q82132941
• Mol file: 110912-15-7.mol

Synonyms:3-Chloro-1H-indole-2-carbaldehyde;110912-15-7;3-chloroindole-2-carbaldehyde;3-Chloro-1H-indole-2-carboxaldehyde;SCHEMBL1336656;DTXSID50354661;IHPBJLYJOIUBDY-UHFFFAOYSA-N;MFCD03828574;STK504642;AKOS000264889;NCGC00329504-01;AM802927;AS-54825;BB 0221316;CS-0312798;FT-0761402;EN300-77123;3-Chloro-1H-indole-2-carbaldehyde, AldrichCPR;W10341;AB01323408-02

Chemical Property of 3-Chloro-1H-indole-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 1.66E-05mmHg at 25°C
• Melting Point: 172-173 °C
• Boiling Point: 364.7oC at 760 mmHg
• PKA: 13.47±0.30(Predicted)
• Flash Point: 174.3oC
• PSA: 32.86000
• Density: 1.431g/cm3
• LogP: 2.63380
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 179.0137915
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-1H-indole-2-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)C=O)Cl

Technology Process of 3-Chloro-1H-indole-2-carbaldehyde

There total 7 articles about 3-Chloro-1H-indole-2-carbaldehyde 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: 87.5%

1-acetyl-2-formyl-3-chloroindole (110912-14-6) → 3-chloro-1H-indole-2-carboxaldehyde (110912-15-7)

Guidance literature:

With potassium acetate; In ethanol; water; for 2h; Heating;

Reference yield: 84.0%

phenylglycine-o-carboxylic acid (612-42-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-chloro-1H-indole-2-carboxaldehyde (110912-15-7)

Guidance literature:

With bis(trichloromethyl) carbonate; In 2-methyltetrahydrofuran; at 25 - 80 ℃; for 4.33333h;

DOI:10.1080/00304948.2010.514793

Reference yield: 77.0%

2-(hydroxymethyl)indole (24621-70-3) → 3-chloro-1H-indole-2-carboxaldehyde (110912-15-7)

Guidance literature:

With 1,3-dichloro-5,5-dimethylhydantoin; In ethyl acetate; at 20 ℃;

DOI:10.1002/adsc.201600431

upstream raw materials:

1-acetyl-2-formyl-3-chloroindole

phenylglycine-o-carboxylic acid

N,N-dimethyl-formamide

1-acetyl-2,3-dihydro-1H-indol-3-one

Refernces

• 1、 Majo, Vattoly J.,Perumal, Paramasivan T.. "One-pot synthesis of heterocyclic β-chlorovinyl aldehydes using vilsmeier reagent". . p. 6523 - 6525. Retrieved 1996.
• 2、 Salahi, Saleh,Ghandi, Mehdi,Abbasi, Alireza. "An Efficient Ugi-Azide Four-Component Approach for the Preparation of Novel 1-(1H-tetrazol-5-yl)-10-chloro-1,2,3,4-tetrahydropyrazino[1,2-a] Indoles". . p. 1296 - 1305. Retrieved 2019.
• 3、 Jiang, Xiaojian,Yang, Junjie,Zhang, Feng,Yu, Pei,Yi, Peng,Sun, Yewei,Wang, Yuqiang. "Facile Synthesis of 3-Halobenzo-heterocyclic-2-carbonyl Compounds via in situ Halogenation-Oxidation". supporting information. p. 2678 - 2683. Retrieved 2016/09/03.