4-(4-Methoxybenzyl)-3-thiosemicarbazide

Base Information

• Chemical Name: 4-(4-Methoxybenzyl)-3-thiosemicarbazide
• CAS No.: 16735-76-5
• Molecular Formula: C9H13 N3 O S
• Molecular Weight: 211.288
• Hs Code.: 2930909090
• European Community (EC) Number: 674-160-0
• DSSTox Substance ID: DTXSID60351868
• Wikidata: Q82128663
• Mol file: 16735-76-5.mol

Synonyms:4-(4-Methoxybenzyl)-3-thiosemicarbazide;16735-76-5;1-amino-3-[(4-methoxyphenyl)methyl]thiourea;n-(4-methoxybenzyl)hydrazinecarbothioamide;3-amino-1-[(4-methoxyphenyl)methyl]thiourea;Hydrazinecarbothioamide, N-[(4-methoxyphenyl)methyl]-;Maybridge4_003693;SCHEMBL6211890;DTXSID60351868;RJYHJXVBSQAYNL-UHFFFAOYSA-N;HMS1531H19;4-(p-methoxybenzyl)thiosemicarbazide;MFCD00060591;STL370591;4-(p-methoxybenzyl)-thiosemicarbazide;AKOS001073013;4-(p-methoxybenzyl)- thiosemicarbazide;CS-0219380;FT-0682093;EN300-03857;A810857;SR-01000039500;SR-01000039500-1;BRD-K37036284-001-01-1;BRD-K37036284-001-02-9;Z56886497

Chemical Property of 4-(4-Methoxybenzyl)-3-thiosemicarbazide

Chemical Property:

• Vapor Pressure: 0.000226mmHg at 25°C
• Melting Point: 131-133°C
• Boiling Point: 362.5°Cat760mmHg
• Flash Point: 173°C
• PSA: 91.40000
• Density: 1.224g/cm³
• LogP: 2.01510
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 211.07793322
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

98%min ^*data from raw suppliers

4-(4-Methoxybenzyl)-3-thiosemicarbazide ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC(=S)NN

Technology Process of 4-(4-Methoxybenzyl)-3-thiosemicarbazide

There total 4 articles about 4-(4-Methoxybenzyl)-3-thiosemicarbazide 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: 62.0%

carbon disulfide (75-15-0,12122-00-8) + 4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)hydrazinecarbothioamide (16735-76-5)

Guidance literature:

carbon disulfide; 4-methoxy-benzylamine; With triethylamine; In methanol; at 20 ℃;

With methyl iodide; In methanol; at -10 - 20 ℃; for 2h;

With hydrazine hydrate; In methanol; for 4h; Reflux;

DOI:10.1080/07391102.2021.1942212

Reference yield:

4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)hydrazinecarbothioamide (16735-76-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / methanol / 2.25 h / 20 - 30 °C

1.2: 2.33 h / -10 - 20 °C

2.1: hydrazine hydrate / ethanol / 2 h / Reflux

With hydrazine hydrate; triethylamine; In methanol; ethanol;

DOI:10.1016/j.bmc.2016.12.012

Reference yield:

Methyl N-(4-methoxybenzyl)dithiocarbamate (105219-33-8) → N-(4-methoxybenzyl)hydrazinecarbothioamide (16735-76-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Reflux;

DOI:10.1016/j.bmc.2016.12.012

upstream raw materials:

1-(isothiocyanatomethyl)-4-methoxybenzene

Methyl N-(4-methoxybenzyl)dithiocarbamate

4-methoxy-benzylamine

carbon disulfide

Downstream raw materials:

bis-<4-(4-methoxybenzyl)thiosemicarbazone>

C₁₆H₁₇N₃O₂S

C₁₀H₁₁N₃OS₂

benzil bis-<4-(4-methoxybenzyl)thiosemicarbazone>

Refernces

• 1、 Pervez, Humayun,Khan, Nazia,Iqbal, Jamshed,Zaib, Sumera,Yaqub, Muhammad,Tahir, Muhammad Nawaz,Naseer, Muhammad Moazzam. "Synthesis, crystal structure, molecular docking studies and bio-evaluation of some N4-benzyl-substituted isatin-3-thiosemicarbazones as urease and glycation inhibitors". . p. 51 - 58. Retrieved 2018/02/06.
• 2、 Pervez, Humayun,Khan, Nazia,Zaib, Sumera,Yaqub, Muhammad,Naseer, Muhammad Moazzam,Tahir, Muhammad Nawaz,Iqbal, Jamshed. "Synthesis, X-ray molecular structure, biological evaluation and molecular docking studies of some N4-benzyl substituted 5-nitroisatin-3-thiosemicarbazones". . p. 1022 - 1029. Retrieved 2017/02/05.