N-Acetylthiourea

Base Information

• Chemical Name: N-Acetylthiourea
• CAS No.: 591-08-2
• Molecular Formula: C3H6 N2 O S
• Molecular Weight: 118.159
• Hs Code.: 2930909899
• European Community (EC) Number: 209-699-9
• NSC Number: 7597
• UN Number: 2811,3077
• UNII: ZNZ5N1H713
• DSSTox Substance ID: DTXSID4060446
• Nikkaji Number: J2.688C
• Wikidata: Q27295792
• ChEMBL ID: CHEMBL4524588
• Mol file: 591-08-2.mol

Synonyms:1-acetylthiourea;acetylthiourea;acetylthiourea sodium salt;N-acetylthiourea

Chemical Property of N-Acetylthiourea

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.212mmHg at 25°C
• Melting Point: 165-169 °C(lit.)
• Refractive Index: 1.7000 (estimate)
• Boiling Point: 208.6 °C at 760 mmHg
• PKA: 11.24±0.70(Predicted)
• Flash Point: 80 °C
• PSA: 87.21000
• Density: 1.275 g/cm³
• LogP: 0.45730
• Storage Temp.: Store below +30°C.
• Solubility.: 12.8g/l
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 118.02008399
• Heavy Atom Count: 7
• Complexity: 101
• Transport DOT Label: Poison

Purity/Quality:

N-Acetylthiourea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: CC(=O)NC(=S)N
• General Description: N-Acetylthiourea is a substituted thiourea derivative that reacts with 1,3-dibromopropyne to form thiazolidine derivatives, specifically 4-bromomethylidene-2-acetylimino-1,3-thiazolidine, under specific reaction conditions. This reaction proceeds through an intermediate bromoethynylmethylsulfide, which cyclizes to yield the final product. The structural confirmation of the resulting compound is supported by elemental analysis and spectroscopic methods, including IR, 1H, and 13C NMR. N-Acetylthiourea thus serves as a key reactant in the synthesis of heterocyclic thiazolidine frameworks.

Technology Process of N-Acetylthiourea

There total 25 articles about N-Acetylthiourea 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: 64.0%

acetyl iodide (507-02-8) + thiourea (17356-08-0) → acetylthiourea (591-08-2)

Guidance literature:

at 50 - 60 ℃; for 3h;

DOI:10.1134/S1070428009040022

Reference yield: 50.0%

N,N'-diacetylthiourea (4984-27-4) + N-nitrosoacetanilide (938-81-8) → S-phenyl thioacetate (934-87-2) + diacetylurea diphenylmercaptol + diphenyldisulfane (882-33-7) + acetylthiourea (591-08-2)

Guidance literature:

In acetone; at 20 ℃; for 24h;

DOI:10.1007/BF00948276

Reference yield: 16.0%

N,N'-diacetylthiourea (4984-27-4) + N-nitrosoacetanilide (938-81-8) → acetylcyanamide dimer (741630-07-9) + S-phenyl thioacetate (934-87-2) + diacetylurea diphenylmercaptol + acetylthiourea (591-08-2)

Guidance literature:

In acetone; at 20 ℃; for 24h; Further byproducts given;

DOI:10.1007/BF00948276

upstream raw materials:

pyridine

S-Acetylisothiouronium chloride

CYANAMID

thioacetic acid

Downstream raw materials:

ethyl 2-acetamidothiazole-5-carboxylate

2-acetamido-4-methylthiazole

2-acetamidothiazole

2-thiohydantoin

Refernces

Reaction of thiourea and substituted thioureas with 1,3-dibromopropyne

10.1134/S1070363208100228

The study investigates the reaction of thiourea and various substituted thioureas with 1,3-dibromopropyne to synthesize different thiazolidine derivatives. The chemicals involved include thiourea, N-phenylthiourea, N,N'-diphenylthiourea, N-acetylthiourea, and 1,3-dibromopropyne. These reactants are used to produce 4-bromomethylidene-2-imino(phenylimino, acetylimino)-1,3-thiazolidine hydrobromides and 4-bromomethylidene-2-acetylimino-1,3-thiazolidine under different solvents and temperature conditions. The study explores the reaction mechanism, which likely involves the formation of intermediate bromoethynylmethylsulfides that cyclize into the final thiazolidine products. The products' structures are confirmed through elemental analysis and IR, 1H and 13C NMR spectroscopy data.