Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-one

Base Information

• Chemical Name: Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-one
• CAS No.: 30879-82-4
• Molecular Formula: C8H16 N2 O
• Molecular Weight: 156.228
• Hs Code.: 2933599090
• European Community (EC) Number: 250-372-5
• DSSTox Substance ID: DTXSID70184881
• Nikkaji Number: J287.405I
• Wikidata: Q83055822
• Mol file: 30879-82-4.mol

Synonyms:Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-one;30879-82-4;EINECS 250-372-5;SCHEMBL8903057;DTXSID70184881;1,3,5,5-Tetramethylhexahydropyrimidin-2-one;1,3,5,5-Tetramethylhexahydropyrimidine-2-one

Chemical Property of Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-one

Chemical Property:

• Vapor Pressure: 0.0899mmHg at 25°C
• Boiling Point: 224.7°Cat760mmHg
• Flash Point: 82.7°C
• PSA: 23.55000
• Density: 0.955g/cm³
• LogP: 0.88560
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 156.126263138
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CN(C(=O)N(C1)C)C)C

Technology Process of Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-one

There total 5 articles about Tetrahydro-1,3,5,5-tetramethyl-1H-pyrimidin-2-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: 94.7%

4-hydroxy-1,3,5,5-tetramethyl-tetrahydro-pyrimidin-2-one (14060-74-3) → 1,3,5,5-tetramethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (30879-82-4)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1007/BF00538066

Reference yield: 37.0%

carbon monoxide (201230-82-2) + N,N'-dimethyl-2,2-dimethylpropane-1,3-diamine (31892-15-6) → 1,3,5,5-tetramethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (30879-82-4)

Guidance literature:

With iodine; potassium carbonate; tungsten hexacarbonyl; In dichloromethane; at 20 ℃; for 24h; under 60804.1 Torr;

DOI:10.1021/jo0109319

Reference yield:

N,N'-(2,2-dimethylpropane-1,3-diyl)diformamide (122688-11-3) → 1,3,5,5-tetramethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (30879-82-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / LiAlH₄ / diethyl ether / 20 h / 20 °C

2: 37 percent / K₂CO₃; I₂ / W(CO)6 / CH₂Cl₂ / 24 h / 20 °C / 60804.1 Torr

With lithium aluminium tetrahydride; iodine; potassium carbonate; tungsten hexacarbonyl; In diethyl ether; dichloromethane;

DOI:10.1021/jo0109319

upstream raw materials:

4-hydroxy-1,3,5,5-tetramethyl-tetrahydro-pyrimidin-2-one

carbon monoxide

N,N'-dimethyl-2,2-dimethylpropane-1,3-diamine

N,N'-(2,2-dimethylpropane-1,3-diyl)diformamide

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 2007/10/02.