[[(E)-3-phenylprop-2-enoyl]amino]thiourea

Base Information

• Chemical Name: [[(E)-3-phenylprop-2-enoyl]amino]thiourea
• CAS No.: 58064-68-9
• Molecular Formula: C₁₀H₁₁N₃OS
• Molecular Weight: 221.283
• NSC Number: 153386
• DSSTox Substance ID: DTXSID90422196
• Nikkaji Number: J2.328.559B
• Mol file: 58064-68-9.mol

Synonyms:NSC153386;58064-68-9;[[(E)-3-phenylprop-2-enoyl]amino]thiourea;DTXSID90422196;1-(3-Phenylacryloyl)thiosemicarbazide;NSC-153386

Chemical Property of [[(E)-3-phenylprop-2-enoyl]amino]thiourea

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.299g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 221.06228316
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)NNC(=S)N
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)NNC(=S)N

Technology Process of [[(E)-3-phenylprop-2-enoyl]amino]thiourea

There total 6 articles about [[(E)-3-phenylprop-2-enoyl]amino]thiourea 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: 72.0%

thiosemicarbazide (79-19-6) + Cinnamoyl chloride (102-92-1,17082-09-6) → C10H11N3OS (58064-68-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2006.05.033

Reference yield:

cinnamoyl chloride (102-92-1,17082-09-6) + thiosemicarbazide (79-19-6) → cinnamoyl thiosemicarbazide (58064-68-9)

Guidance literature:

With pyridine; In toluene; at -5 - 20 ℃;

DOI:10.1002/cmdc.201700186

Reference yield:

cis-cinnamic acid (140-10-3,621-82-9,102-94-3) → C10H11N3OS (58064-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 10 h / Reflux

2: hydrazine hydrate / 0 °C

3: hydrogenchloride / water / Reflux

With hydrogenchloride; sulfuric acid; hydrazine hydrate; In water;

DOI:10.1039/c2ob06730g

upstream raw materials:

thiosemicarbazide

Cinnamoyl chloride

ammonium thiocyanate

methyl (2Z)-3-phenylprop-2-enoate