3-oxo-N-phenylbutanethioamide

Base Information

• Chemical Name: 3-oxo-N-phenylbutanethioamide
• CAS No.: 10374-66-0
• Molecular Formula: C10H11NOS
• Molecular Weight: 193.269
• DSSTox Substance ID: DTXSID10466491
• Nikkaji Number: J1.909.441C
• Wikidata: Q82293063
• Mol file: 10374-66-0.mol

Synonyms:3-oxo-N-phenylbutanethioamide;10374-66-0;Butanethioamide, 3-oxo-N-phenyl-;3-Oxo-N-phenyl-thiobutyramide;thioacetoacetanilide;SCHEMBL3062252;DTXSID10466491;VUSNAHINYXHHFZ-UHFFFAOYSA-N;AKOS023092835;EN300-113163;F1971-0025

Chemical Property of 3-oxo-N-phenylbutanethioamide

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.05613515
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=S)NC1=CC=CC=C1

Technology Process of 3-oxo-N-phenylbutanethioamide

There total 8 articles about 3-oxo-N-phenylbutanethioamide 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: 7.0%

3-(N-Phenylamino-thiocarbonyl)-4-amino-3-penten-2-one (59846-87-6) → 3,5-dimethyl-4-(N-phenylaminothiocarbonyl)-1H-pyrazole (50520-59-7) + 3-oxo-N-phenylbutanethioamide (10374-66-0)

Guidance literature:

With hydrazine hydrochloride; In ethanol; for 2h; Ambient temperature;

DOI:10.1002/jhet.5570330441

Reference yield:

2-acetyl-3-oxo-N-phenylbutanethioamide (13588-39-1) → 3-oxo-N-phenylbutanethioamide (10374-66-0)

Guidance literature:

With potassium hydroxide; at 20 ℃; Hydrolysis;

Reference yield:

N-phenylacetoacetamide (102-01-2,98624-45-4) → 3-oxo-N-phenylbutanethioamide (10374-66-0)

Guidance literature:

In chloroform; acetone;

upstream raw materials:

2-acetyl-3-oxo-N-phenylbutanethioamide

phenyl isothiocyanate

acetylacetone

3-chloro-5-methyl-2-phenylisoxazolium chloride

Downstream raw materials:

[4-oxo-2-(2-oxo-propylidene)-3-phenyl-thiazolidin-5-yl]-acetic acid

2-(2-oxopropylidene)-3-phenylthiazolidin-4-one

(Z)-β-Anilinothiocrotonic acid anilide

2-(2-oxo-propylidene)-3-phenyl-thiazolidin-4,5-dione 5-[(4-chloro-phenyl)-hydrazone]

Refernces

• 1、 Fekri, Ahmed,Keshk, Eman M.. "Utility involving thioacetoacetanilides as precursors for synthesis of new thiazole, thiadiazole and thiophene derivatives with antimicrobial activity". . p. 148 - 161. Retrieved 2016/03/26.
• 2、 Sugai, Soji,Tomita, Kauzo. "Studies on Isoxazoles. XI. Pyrolyses of 4-Isoxazolin-3-thiones". . p. 103 - 109. Retrieved 2007/10/02.