3-chloro-1H-indol-7-amine

Base Information

• Chemical Name: 3-chloro-1H-indol-7-amine
• CAS No.: 165669-13-6
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• DSSTox Substance ID: DTXSID20451636
• Wikidata: Q82271747
• Mol file: 165669-13-6.mol

Synonyms:3-chloro-1H-indol-7-amine;165669-13-6;7-amino-3-chloro-1H-indole;MFCD09835056;7-AMINO-3-CHLOROINDOLE;1h-indol-7-amine,3-chloro-;SCHEMBL1012163;DTXSID20451636;SLBNABPPSZSXHN-UHFFFAOYSA-N;AC8606;AKOS006326652;AB53180;SB14721;SY251800;FT-0758893;EN300-106602

Chemical Property of 3-chloro-1H-indol-7-amine

Chemical Property:

• PSA: 41.81000
• LogP: 2.98470
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-1H-indol-7-amine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)N)NC=C2Cl

Technology Process of 3-chloro-1H-indol-7-amine

There total 3 articles about 3-chloro-1H-indol-7-amine 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: 77.37%

7-nitro-3-chloro-1H-indole (165669-14-7) → 7-amino-3-chloro-1H-indole (165669-13-6)

Guidance literature:

With ammonium chloride; In water; isopropyl alcohol; at 60 ℃; for 2h;

Reference yield:

7-nitro-1H-indole (6960-42-5) → 7-amino-3-chloro-1H-indole (165669-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / N-chlorosuccinimide; aq. HCl / tetrahydrofuran / 5 h / 20 °C

2: Fe; aq. NH₄Cl / propan-2-ol / 2 h / 60 °C

With hydrogenchloride; N-chloro-succinimide; iron; ammonium chloride; In tetrahydrofuran; isopropyl alcohol; 1: Chlorination / 2: Reduction;

DOI:10.1021/jm9902638

Reference yield:

→ 7-amino-3-chloro-1H-indole (165669-13-6)

Guidance literature:

upstream raw materials:

7-nitro-3-chloro-1H-indole

7-nitro-1H-indole

Downstream raw materials:

N'-(3-chloro-1H-indol-7-yl)-N-(3-methylsulfonylphenyl)pyrimidine-2,4-diamine

7-benzyloxy-4-(3-chloroindol-7-ylamino)-6-methoxyquinazoline

4-Carbamoyl-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide

4-Amino-N-(3-chloro-1H-indole-7-yl)benzenesulfonamide

Refernces

• 1、 -. "Integrin expression inhibitors". . . Retrieved 2008/06/13.
• 2、 Owa, Takashi,Yokoi, Akira,Yamazaki, Kanami,Yoshimatsu, Kentaro,Yamori, Takao,Nagasu, Takeshi. "Array-based structure and gene expression relationship study of antitumor sulfonamides including N-[2-[(4-hydroxyphenyl) amino]-3-pyridinyl] -4-methoxybenzenesulfonamide and N-(3-chloro-7-indolyl)-1,4-benzenedisulfonamide". . p. 4913 - 4922. Retrieved 2007/10/03.