(2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone

Base Information

• Chemical Name: (2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone
• CAS No.: 304018-04-0
• Molecular Formula: C₁₄H₁₂ClNOS
• Molecular Weight: 277.774
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50357677
• Nikkaji Number: J1.385.103D
• Wikidata: Q82137694
• ChEMBL ID: CHEMBL57179
• Mol file: 304018-04-0.mol

Synonyms:304018-04-0;(2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone;(2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)(4-chlorophenyl)methanone;(2-amino-5,6-dihydro-4H-cyclopenta[b]thien-3-yl)(4-chlorophenyl)methanone;(2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chlorophenyl)methanone;3-(4-chlorobenzoyl)-4H,5H,6H-cyclopenta[b]thiophen-2-amine;Oprea1_599984;Oprea1_822871;CHEMBL57179;SCHEMBL138601;DTXSID50357677;AKOS000300730;CCG-306263;WAY-388799;ASN 04364366;CS-0223602;EN300-11597;Z57052871

Chemical Property of (2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone

Chemical Property:

• Vapor Pressure: 6.5E-11mmHg at 25°C
• Boiling Point: 520°C at 760 mmHg
• Flash Point: 268.3°C
• PSA: 71.33000
• Density: 1.386g/cm³
• LogP: 4.28460
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 277.0328129
• Heavy Atom Count: 18
• Complexity: 330

Purity/Quality:

98%min ^*data from raw suppliers

(2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C1)SC(=C2C(=O)C3=CC=C(C=C3)Cl)N

Technology Process of (2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone

There total 3 articles about (2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chloro-phenyl)-methanone 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: 73.0%

cyclopentanone (120-92-3) + p-chlorobenzoylacetonitrile (4640-66-8) → (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chlorophenyl)methanone (304018-04-0)

Guidance literature:

With pyrrolidine; sulfur; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h; Microwave irradiation;

DOI:10.3987/COM-21-14513

Reference yield: 45.0%

→ (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chlorophenyl)methanone (304018-04-0)

Guidance literature:

Reference yield:

4-chlorobenzoylmethyl bromide (536-38-9) → (2-amino-5,6-dihydro-4H-cyclopenta[b]thiophen-3-yl)-(4-chlorophenyl)methanone (304018-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol; H₂O / 2 h / 20 °C

2: 45 percent / sulfur; morpholine / ethanol / 1 h / 70 °C

With morpholine; sulfur; In ethanol; water; 1: Substitution / 2: Cyclization;

DOI:10.1016/S0960-894X(00)00379-6

upstream raw materials:

cyclopentanone

p-chlorobenzoylacetonitrile

4-chlorobenzoylmethyl bromide