1-(3-(Dimethylamino)propyl)-3-phenylthiourea

Base Information

• Chemical Name: 1-(3-(Dimethylamino)propyl)-3-phenylthiourea
• CAS No.: 722-04-3
• Molecular Formula: C12H19N3S
• Molecular Weight: 237.369
• DSSTox Substance ID: DTXSID50365757
• Nikkaji Number: J2.049.862E
• Wikidata: Q82150694
• Mol file: 722-04-3.mol

Synonyms:722-04-3;1-(3-(dimethylamino)propyl)-3-phenylthiourea;1-[3-(dimethylamino)propyl]-3-phenylthiourea;Thiourea, N-[3-(dimethylamino)propyl]-N'-phenyl-;N-[3-(dimethylamino)propyl]-N'-phenylthiourea;SR-01000009612;starbld0021524;SCHEMBL4397577;DTXSID50365757;YLIDXGCVFKDJHR-UHFFFAOYSA-N;STK701382;AKOS001018513;CS-0300446;1-Phenyl-3-[3-(dimethylamino)propyl]thiourea;SR-01000009612-1;SR-01000009612-2;Z45811204;F0856-0089

Chemical Property of 1-(3-(Dimethylamino)propyl)-3-phenylthiourea

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 237.12996879
• Heavy Atom Count: 16
• Complexity: 200

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCCNC(=S)NC1=CC=CC=C1

Technology Process of 1-(3-(Dimethylamino)propyl)-3-phenylthiourea

There total 5 articles about 1-(3-(Dimethylamino)propyl)-3-phenylthiourea 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: 99.0%

phenyl isothiocyanate (103-72-0) + 1-amino-3-(dimethylamino)propane (109-55-7) → N-(3-dimethylaminopropyl)-N’-phenylthiourea (722-04-3)

Guidance literature:

In acetonitrile; at 25 ℃; for 0.166667h; Milling;

DOI:10.1039/c2gc35799b

Reference yield: 97.0%

1-amino-3-(dimethylamino)propane (109-55-7) + aniline (62-53-3) + bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione (4314-19-6) → N-(3-dimethylaminopropyl)-N’-phenylthiourea (722-04-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 72h;

DOI:10.1021/jo035680d

Reference yield:

3-dimethylaminopropiononitrile (1738-25-6) → N-(3-dimethylaminopropyl)-N’-phenylthiourea (722-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 0 °C

2: acetonitrile / 12 h / 20 °C

With lithium aluminium tetrahydride; In diethyl ether; acetonitrile;

DOI:10.1021/acs.joc.1c02888

upstream raw materials:

1-amino-3-(dimethylamino)propane

aniline

bis(1H-benzo[d][1,2,3]triazol-1-yl)methanethione

phenyl isothiocyanate

Downstream raw materials:

3-(3-dimethylamino-propylimino)-4-phenyl-3,4-dihydro-1H-benzo[e][1,3]thiazepin-5-one

N-{4-(4-bromophenyl)-3-[3-(dimethylamino)propyl]thiazol-2(3H)-ylidene}aniline

3-(3-dimethylamino-propyl)-2-phenylimino-thiazolidin-4-one

2-(N-phenyl-aminooxy)-hexanal

Refernces

• 1、 Li, Bo,Li, Zhuo-Qun,Wu, Guang-Peng,Zhang, Yao-Yao,Zheng, Yu-Jia. "Insights into Thiourea-Based Bifunctional Catalysts for Efficient Conversion of CO2to Cyclic Carbonates". . . Retrieved 2022/02/14.
• 2、 Opalka, Suzanne M.,Longstreet, Ashley R.,Tyler McQuade. "Continuous proline catalysis via leaching of solid proline". supporting information; experimental part. p. 1671 - 1679. Retrieved 2012/03/09.