2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide

Base Information

• Chemical Name: 2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide
• CAS No.: 50509-09-6
• Molecular Formula: C15H15ClN2O2S
• Molecular Weight: 322.815
• Hs Code.: 2934999090
• European Community (EC) Number: 814-491-1
• DSSTox Substance ID: DTXSID201192721
• Nikkaji Number: J25.387A
• Mol file: 50509-09-6.mol

Synonyms:50509-09-6;2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide;2-Amino-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-acetamide;2-amino-N-[3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl]acetamide;2-(Aminoacetylamino)-3-(o-chlorobenzoyl)-5-ethylthiophene;DTXSID201192721;MFCD09836326;AKOS005067514;AC-33207;DS-19505;CS-0152520;E74011;A918381;2-(Aminoacetamido)-3-(2-Chlorobenzoyl)-5-ethylthiophene;2-Amino-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]acetamide

Chemical Property of 2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide

Chemical Property:

• Melting Point: 144-146 °C(Solv: dimethyl sulfoxide (67-68-5); ethanol (64-17-5))
• Boiling Point: 567.4±50.0 °C(Predicted)
• PKA: 12.93±0.70(Predicted)
• PSA: 100.43000
• Density: 1.353±0.06 g/cm3(Predicted)
• LogP: 3.86540
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 322.0542766
• Heavy Atom Count: 21
• Complexity: 394

Purity/Quality:

99.9% ^*data from raw suppliers

2-Amino-N-[3-(2-chlorobenzoyl)-5-ethyl-2-thienyl]-acetamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC(=C(S1)NC(=O)CN)C(=O)C2=CC=CC=C2Cl
• Uses: 2-(Aminoacetylamino)-3-(o-chlorobenzoyl)-5-ethylthiophene is used in the preparation of Clotiazepam (C587410) and its derivatives.

Technology Process of 2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide

There total 3 articles about 2-Amino-N-(3-(2-chlorobenzoyl)-5-ethylthiophen-2-yl)acetamide 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: 83.0%

3-(2-Chlorobenzoyl)-5-ethyl-2-(phtalimidoacetamido)thiophene (42753-80-0) → 2-(Aminoacetamido)-3-(2-Chlorobenzoyl)-5-ethylthiophene (50509-09-6)

Guidance literature:

With hydrazine; In ethanol; chloroform; water; at 60 ℃; for 4h;

DOI:10.1135/cccc19840621

Reference yield:

2-amino-3-(2-chlorobenzoyl)-5-ethylthiophene (50508-60-6) → 2-(Aminoacetamido)-3-(2-Chlorobenzoyl)-5-ethylthiophene (50509-09-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / CHCl₃ / 1) reflux, 5 h, 2) room temp., overnight

2: 83 percent / hydrazine / ethanol; CHCl₃; H₂O / 4 h / 60 °C

With hydrazine; In ethanol; chloroform; water;

DOI:10.1135/cccc19840621

Reference yield:

→ 2-(Aminoacetamido)-3-(2-Chlorobenzoyl)-5-ethylthiophene (50509-09-6)

Guidance literature:

Thiophen XIX, HCl;

DOI:10.1135/cccc19793604

upstream raw materials:

3-(2-Chlorobenzoyl)-5-ethyl-2-(phtalimidoacetamido)thiophene

2-amino-3-(2-chlorobenzoyl)-5-ethylthiophene

Downstream raw materials:

clotiazepam

5-(2-Chlorophenyl)-7-ethyl-1,3-dihydro-2H-thieno[2,3-e]1,4-diazepin-2-one

2-(Aminoacetamido)-3-(2-Chlorobenzoyl)-5-ethylthiophene Hydrochloride

Refernces

• 1、 Vejdelek,Rajsner,Svatek,et al.. "Synthesis of 7 chloro 5 (6,7,8,9 tetrahydro 5H benzocyclohepten 2 yl methylamino 3H 1,4 benzodiazepine 4 oxide and of some related compounds". . p. 3604 - 3616. Retrieved 2007/10/05.