4-Chloroindoline

Base Information

• Chemical Name: 4-Chloroindoline
• CAS No.: 41910-64-9
• Molecular Formula: C8H8ClN
• Molecular Weight: 153.611
• Hs Code.: 2933990090
• European Community (EC) Number: 255-586-2
• DSSTox Substance ID: DTXSID40194679
• Nikkaji Number: J278.292H
• Wikidata: Q72452318
• Mol file: 41910-64-9.mol

Synonyms:4-Chloroindoline;41910-64-9;4-chloro-2,3-dihydro-1H-indole;EINECS 255-586-2;4-chloro-indoline;4-Chloroindoline, AldrichCPR;SCHEMBL158725;DTXSID40194679;BBHMZHDPVNXFMI-UHFFFAOYSA-N;AMY11511;MFCD07371635;4-chloro-2,3-dihydro-(1H)-indole;AKOS006238572;CS-W005170;FS-3388;MB04569;AC-26742;A6881;FT-0601080;EN300-102587;Q-102584

Chemical Property of 4-Chloroindoline

Chemical Property:

• Appearance/Colour: Light yellow to brown liquid
• Vapor Pressure: 0.0126mmHg at 25°C
• Refractive Index: 1.579
• Boiling Point: 260 °C at 760 mmHg
• PKA: 4.26±0.20(Predicted)
• Flash Point: 111 °C
• PSA: 12.03000
• Density: 1.214 g/cm³
• LogP: 2.44600
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.0345270
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Chloroindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C1C(=CC=C2)Cl

Technology Process of 4-Chloroindoline

There total 7 articles about 4-Chloroindoline 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: 99.0%

4-chloro-1H-indole (25235-85-2) → 4-chloroindoline (41910-64-9)

Guidance literature:

4-chloro-1H-indole; With sodium cyanoborohydride; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With water; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2014.01.028

Reference yield: 78.0%

2-(2-amino-6-chlorophenyl)ethyl alcohol (100376-53-2) → 4-chloroindoline (41910-64-9)

Guidance literature:

With hydrogenchloride; thionyl chloride; In diethyl ether; chloroform; at 50 ℃; for 2h;

DOI:10.1021/jm00158a015

Reference yield:

4-chloroindolin-2-one (20870-77-3) → 4-chloroindoline (41910-64-9)

Guidance literature:

With sodium borohydrid; trifluoroacetic acid; In 1,4-dioxane; water;

upstream raw materials:

2-(2-amino-6-chlorophenyl)ethyl alcohol

4-chloro-1H-indole

6-chloro-2-nitrotoluene

2-(2-chloro-6-nitrophenyl)-ethanol

Downstream raw materials:

N-benzyl-4-chloro-2,3-dihydroindole

N-benzyl-4-chloro-2,3-dihydroindole-5-carboxaldehyde

2-(1-Benzyl-4-chloro-2,3-dihydro-1H-indol-5-yl)-1-methyl-ethylamine

1-(1-Benzyl-4-chloro-2,3-dihydro-1H-indol-5-ylmethyl)-propylamine

Refernces

• 1、 Yang, Yunhui,Wang, Congyang. "Re-Catalyzed Annulations of Weakly Coordinating N-Carbamoyl Indoles/Indolines with Alkynes via C?H/C?N Bond Cleavage". supporting information. p. 8245 - 8248. Retrieved 2019/05/28.
• 2、 Sato, Kenjiro,Sugimoto, Hiromichi,Rikimaru, Kentaro,Imoto, Hiroshi,Kamaura, Masahiro,Negoro, Nobuyuki,Tsujihata, Yoshiyuki,Miyashita, Hirohisa,Odani, Tomoyuki,Murata, Toshiki. "Discovery of a novel series of indoline carbamate and indolinylpyrimidine derivatives as potent GPR119 agonists". . p. 1649 - 1666. Retrieved 2014/03/21.