1-Methyltetrahydropyrimidin-2(1H)-one

Base Information

• Chemical Name: 1-Methyltetrahydropyrimidin-2(1H)-one
• CAS No.: 10166-54-8
• Molecular Formula: C5H10N2O
• Molecular Weight: 114.147
• Hs Code.: 2933599090
• ChEMBL ID: CHEMBL12319
• DSSTox Substance ID: DTXSID70511916
• Nikkaji Number: J1.322.483H
• Wikidata: Q82370941
• Mol file: 10166-54-8.mol

Synonyms:1-METHYLTETRAHYDROPYRIMIDIN-2(1H)-ONE;10166-54-8;1-methyl-1,3-diazinan-2-one;1-methyltetrahydro-2(1H)-pyrimidinone;MFCD00196814;2(1H)-Pyrimidinone, tetrahydro-1-methyl-;CHEMBL12319;SCHEMBL791147;SCHEMBL8290179;1-methyltetrahydropyrimidin-2-one;DTXSID70511916;COYPZADTXISTSJ-UHFFFAOYSA-N;1-Methyl-tetrahydro-pyrimidin-2-one;AKOS005173921;SB57614;1-methyl-tetrahydro-1,3-diazin-2-one;AS-47325;SY102640;BB 0257516;FT-0683642;1-Methyl-3,4,5,6-tetrahydropyrimidin-2-one;EN300-132090;F13277

Chemical Property of 1-Methyltetrahydropyrimidin-2(1H)-one

Chemical Property:

• Melting Point: 83-85°C
• PSA: 32.34000
• LogP: 0.29820
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 114.079312947
• Heavy Atom Count: 8
• Complexity: 103

Purity/Quality:

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

1-Methyltetrahydro-2(1H)-pyrimidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCNC1=O
• Uses: 1-Methyltetrahydro-2(1H)-pyrimidinone is a thiourea derivative used as nducers of murine erythroleukemia differentiation.

Technology Process of 1-Methyltetrahydropyrimidin-2(1H)-one

There total 10 articles about 1-Methyltetrahydropyrimidin-2(1H)-one 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: 88.0%

carbon dioxide (124-38-9,18923-20-1) + N-Methyl-1,3-propanediamine (6291-84-5) → 1-methyltetrahydropyrimidin-2(1H)-one (10166-54-8)

Guidance literature:

With cerium(IV) oxide; In isopropyl alcohol; at 159.84 ℃; for 36h; under 3750.38 Torr; Solvent; Autoclave;

DOI:10.1039/c3gc40495a

Reference yield: 82.0%

β-(4-hydroxyphenyl)ethyl iodoacetamide (53527-07-4) + 3-(((3-acetamido-4-methoxy-2-methyl-4-oxobutan-2-yl)disulfanecarbonyl)(methyl)amino)propan-1-aminium trifluoroacetate → β-(4-hydroxyphenyl)ethyl-2-aminoacetamide (55710-99-1) + methyl 2-acetamido-3-((2-((4-hydroxyphenethyl)amino)-2-oxoethyl)disulfaneyl)-3-methylbutanoate + C18H26N2O5S + 1-methyltetrahydropyrimidin-2(1H)-one (10166-54-8)

Guidance literature:

With diethylenetriaminopentaacetic acid; In aq. buffer; at 37 ℃; for 42h; pH=7.4; Solvent; pH-value; Kinetics;

DOI:10.1021/jacs.9b12180

Reference yield: 61.0%

tetrahydro-1-methyl-1H-pyrimidine-2-thione (24421-05-4) → 1-methyltetrahydropyrimidin-2(1H)-one (10166-54-8)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; at 70 ℃; for 0.5h;

DOI:10.1021/jm00141a015

upstream raw materials:

tetrahydro-1-methyl-1H-pyrimidine-2-thione

carbon monoxide

N-Methyl-1,3-propanediamine

(3-Amino-propyl)-methyl-dithiocarbamic acid

Downstream raw materials:

1-methyl-3-(2-methyl-4-nitrophenyl)tetrahydro-pyrimidin-2(1H)-one

1-methyl-3-(4-nitrophenyl)tetrahydropyrimidin-2(1H)-one

C₃₄H₃₃FN₆O₄S

Methyl 4-[(4E)-3-[4-(methoxycarbonyl)benzyl]-5-(2-{[5-(3-methyl-2-oxotetrahydropyrimidin-1(2H)-yl)pentyl]oxy}phenyl)pent-4-en-1-yl]benzoate

Refernces

• 1、 Tamura, Masazumi,Noro, Kensuke,Honda, Masayoshi,Nakagawa, Yoshinao,Tomishige, Keiichi. "Highly efficient synthesis of cyclic ureas from CO2 and diamines by a pure CeO2 catalyst using a 2-propanol solvent". . p. 1567 - 1577. Retrieved 2013.
• 2、 Drouin, Christian,Woo, Jacqueline C.S.,MacKay, D. Bruce,Lavigne, Roch M.A.. "Total synthesis of (±)-manzacidin D". . p. 7197 - 7199. Retrieved 2004.
• 3、 Khodade, Vinayak S.,Pharoah, Blaze M.,Paolocci, Nazareno,Toscano, John P.. "Alkylamine-Substituted Perthiocarbamates: Dual Precursors to Hydropersulfide and Carbonyl Sulfide with Cardioprotective Actions". supporting information. p. 4309 - 4316. Retrieved 2020/03/05.