3,4,5,6-Tetrahydro-2-pyrimidinethiol

Base Information

• Chemical Name: 3,4,5,6-Tetrahydro-2-pyrimidinethiol
• CAS No.: 2055-46-1
• Deprecated CAS: 29228-86-2,63529-34-0,63529-34-0
• Molecular Formula: C4H8 N2 S
• Molecular Weight: 116.187
• Hs Code.: 29335990
• European Community (EC) Number: 218-152-3
• NSC Number: 21316
• UNII: V3BTD5L7BN
• DSSTox Substance ID: DTXSID3062156
• Nikkaji Number: J39.646J
• Wikidata: Q81976949
• ChEMBL ID: CHEMBL11938
• Mol file: 2055-46-1.mol

Synonyms:propylenethiourea

Chemical Property of 3,4,5,6-Tetrahydro-2-pyrimidinethiol

Chemical Property:

• Appearance/Colour: WHITE POWDER, CRYSTALS, CRYSTALLINE POWDER AND/OR CHUNKS
• Vapor Pressure: 1.38mmHg at 25°C
• Melting Point: 210-212 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 171.6 °C at 760 mmHg
• PKA: 14.98±0.20(Predicted)
• Flash Point: 57.6 °C
• PSA: 56.15000
• Density: 1.2 g/cm3
• LogP: 0.51180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 116.04081944
• Heavy Atom Count: 7
• Complexity: 73.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tetrahydropyrimidine-2(1H)-thione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC(=S)NC1
• Uses: Tetrahydropyrimidine-2(1H)-thione is a reactant in the preparation of aryl substituted heterocycles.

Technology Process of 3,4,5,6-Tetrahydro-2-pyrimidinethiol

There total 17 articles about 3,4,5,6-Tetrahydro-2-pyrimidinethiol 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: 90.0%

carbon disulfide (75-15-0,12122-00-8) + Trimethylenediamine (109-76-2,54018-94-9) → 3,4,5,6-tetrahydropyrimidine-2-thione (2055-46-1)

Guidance literature:

With choline chloride–urea; In water; at 100 ℃; for 5h; Cooling with ice; Green chemistry;

DOI:10.1080/17415993.2018.1533014

Reference yield: 89.4%

4-azido-hexahydropyrimidin-2-thione (128464-99-3) → 3,4,5,6-tetrahydropyrimidine-2-thione (2055-46-1)

Guidance literature:

With sodium tetrahydroborate; In acetonitrile; at 20 ℃; for 7h;

DOI:10.1007/BF02315185

Reference yield: 89.0%

sodium carbonocyanidodithioate (33498-03-2) + Trimethylenediamine (109-76-2,54018-94-9) → 3,4,5,6-tetrahydropyrimidine-2-thione (2055-46-1)

Guidance literature:

In butan-1-ol; for 0.166667h; Heating;

upstream raw materials:

3,4,5,6-tetrahydropyrimidin-2(1H)-one

(3-amino-propyl)-dithiocarbamic acid

carbon disulfide

Trimethylenediamine

Downstream raw materials:

2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one

2-methylthio-1,4,5,6-tetrahydropyrimidine hydroiodide

3-benzothiazol-2-yl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine

3-p-bromophenyl-4,5,6,7-tetrahydrothiazolo<3,2-a>pyrimidine

Refernces

• 1、 Shutalev, A. D.,Komarova, E. N.,Ignatova, L. A.. "Reduction Of 4-Hydroxy(Alkoxy)Hexahydropyrimidine-2-Thiones And 1,2,3,6-tetrahydropyrimidine-2-Thiones, By The NaBH4-CF3COOH System. Synthesis Of Hexahydropyrimidine-2-Thiones". . p. 1182 - 1191. Retrieved 1993.
• 2、 Aoyagi, Naoto,Endo, Takeshi. "Synthesis of five- and six-membered cyclic guanidines by guanylation with isothiouronium iodides and amines under mild conditions". supporting information. p. 442 - 448. Retrieved 2017/02/24.
• 3、 -. "Bis-(triethylphosphine)platinum(II) complexes with thiones as anti cancer agents". Page/Page column 20. . Retrieved 2017/02/28.