Acetoacetamide, N-(2-benzothiazolyl)-

Base Information

• Chemical Name: Acetoacetamide, N-(2-benzothiazolyl)-
• CAS No.: 4692-94-8
• Molecular Formula: C11H10 N2 O2 S
• Molecular Weight: 234.279
• Hs Code.: 2934200090
• European Community (EC) Number: 654-554-9
• NSC Number: 86136
• UNII: 6LYP4R9QY6
• DSSTox Substance ID: DTXSID70196984
• Wikidata: Q83069958
• Mol file: 4692-94-8.mol

Synonyms:4692-94-8;N-(2-Benzothiazolyl)-acetoacetamide;ACETOACETAMIDE, N-(2-BENZOTHIAZOLYL)-;N-(1,3-benzothiazol-2-yl)-3-oxobutanamide;2-(Acetoacetamido)benzothiazole;Butanamide, N-2-benzothiazolyl-3-oxo-;NSC 86136;BRN 0202998;6LYP4R9QY6;N-(2-Benzothiazolyl)acetoacetamide;NSC-86136;4-27-00-04845 (Beilstein Handbook Reference);NSC86136;N-(Benzo[d]thiazol-2-yl)-3-oxobutanamide;UNII-6LYP4R9QY6;SCHEMBL3933070;DTXSID70196984;WLN: T56 BN DSJ CMV1V1;STK847135;AKOS000186887;AKOS005627043;LS-13031;N-2-BENZOTHIAZOLYL-3-OXOBUTANAMIDE;ACETOACETAMIDE, N-2-BENZOTHIAZOLYL-;CS-0362366;FT-0731813;N-[(2E)-1,3-benzothiazol-2(3H)-ylidene]-3-oxobutanamide

Chemical Property of Acetoacetamide, N-(2-benzothiazolyl)-

Chemical Property:

• Refractive Index: 1.5650 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 87.30000
• Density: 1.382g/cm³
• LogP: 2.28690
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 234.04629874
• Heavy Atom Count: 16
• Complexity: 296

Purity/Quality:

99% ^*data from raw suppliers

N-(2-BENZOTHIAZOLYL)-ACETOACETAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)NC1=NC2=CC=CC=C2S1

Technology Process of Acetoacetamide, N-(2-benzothiazolyl)-

There total 8 articles about Acetoacetamide, N-(2-benzothiazolyl)- 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: 95.0%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + 5-acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione (72324-39-1) → N-(1,3-benzothiazol-2-yl)-3-oxobutanamide (4692-94-8)

Guidance literature:

In 1,4-dioxane; Reflux;

DOI:10.1007/s10593-016-1829-3

Reference yield: 94.0%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + 2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) → N-(1,3-benzothiazol-2-yl)-3-oxobutanamide (4692-94-8)

Guidance literature:

With triethylamine; In benzene; for 0.0833333h; Reflux; Inert atmosphere;

DOI:10.1021/ml400226s

Reference yield: 88.0%

2-amino-benzthiazole (136-95-8,102337-98-4,84293-42-5) + ethyl acetoacetate (141-97-9) → N-(1,3-benzothiazol-2-yl)-3-oxobutanamide (4692-94-8)

Guidance literature:

With sodium hydroxide; In toluene; at 120 ℃; for 18h;

DOI:10.1016/j.ejmech.2015.04.011

upstream raw materials:

4-methyleneoxetan-2-one

2-amino-benzthiazole

ethyl acetoacetate

2-acetyl-3-amino-but-2-enoic acid benzothiazol-2-ylamide

Downstream raw materials:

N-1,3-benzothiazol-2-yl-5-cyano-4-(2-furyl)-6-({2-[(4-isopropylphenyl)-amino]-2-oxoethyl}thio)-2-methyl-1,4-dihydropyridine-3-carboxamide

N-methylmorpholinium 3-cyano-5-{[(1,3-benzothiazol-2-yl)amino]carbonyl}-4-(2-furyl)-6-methyl-1,4-dihydropyridine-2-thiolate

Refernces

• 1、 Moosavi, Fatemeh,Ebadi, Ahmad,Mohabbati, Maryam,Damghani, Tahereh,Mortazavi, Motahareh,Miri, Ramin,Firuzi, Omidreza. "Antiproliferative effect, alteration of cancer cell cycle progression and potential MET kinase inhibition induced by 3,4-dihydropyrimidin-2(1H)-one C5 amide derivatives". . . Retrieved 2021/01/19.
• 2、 Zahedifar, Mahboobeh,Sheibani, Hassan. "Reaction of α-oxoketenes with 2-substituted benzothiazoles and benzimidazoles: Synthesis of benzo[4,5]thiazolo[3,2-a]pyridinone and N-(1,3-benzothiazol-2-yl)-3-oxopropanamide derivatives". . p. 41 - 44. Retrieved 2016/03/25.