ChemicalBook Product Catalog Chemical Reagents Organic reagents Thiourea 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

Product Name1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
CAS7226-23-5
MFC6H12N2O
MW128.17
EINECS230-625-6
MOL File7226-23-5.mol

Chemical Properties

Melting point	-20 °C
Boiling point	146 °C44 mm Hg(lit.)
Density	1.06 g/mL at 25 °C(lit.)
vapor pressure	0.5 hPa (57 °C)
refractive index	n20/D 1.488(lit.)
Flash point	121 °C
storage temp.	Store below +30°C.
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
pka	-0.65±0.20(Predicted)
form	Liquid
color	Clear colorless to slightly yellow
PH	11 (100g/l, H2O, 20℃)
explosive limit	1.6-9.3%(V)
Water Solubility	soluble
Sensitive	Hygroscopic
BRN	110562
Dielectric constant	36.119999999999997
Stability	Hygroscopic
Major Application	peptide synthesis
InChI	1S/C6H12N2O/c1-7-4-3-5-8(2)6(7)9/h3-5H2,1-2H3
InChIKey	GUVUOGQBMYCBQP-UHFFFAOYSA-N
SMILES	CN1CCCN(C)C1=O
LogP	0.05 at 25℃
CAS DataBase Reference	7226-23-5(CAS DataBase Reference)
EPA Substance Registry System	2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- (7226-23-5)

Safety Information

Hazard Codes	Xn
Risk Statements	22-36-43-62-41
Safety Statements	23-26-36/37/39-45
WGK Germany	2
RTECS	UW7582500
F	3-10
Autoignition Temperature	255 °C
TSCA	TSCA listed
HS Code	29335995
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Eye Dam. 1 Repr. 2
Toxicity	LD50 orally in Rabbit: 1770 mg/kg

MSDS

Provider	Language
DMPU	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is clear colorless to slightly yellowish liquid

Uses

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is a versatile organic solvent in and less toxic than HMPA. It is mainly applied in the synthesis of pharmaceuticals and agrochemicals. DMPU is also used in the electronics industry.

Uses

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone is a versatile solvent used in the N-alkylation of chiral and O-alkylation of aldoses. It is involved in the preparation of poly(aryl ethers). It is a cyclic urea and used as a polar aprotic organic solvent. Further, it reacts with trifluoro-methanesulfonic acid anhydride to prepare 2,2'-oxy-bis(1,3-dimethyl-tetrahydropyrimidinium) bis(trifluoromethanesulfonate).

Uses

Versatile solvent employed in N-alkylation of chiral, primary amines, O-alkylation of aldoses, and in the synthesis of poly(aryl ethers).

Flammability and Explosibility

Non flammable

Synthesis

124-38-9

142-28-9

74-89-5

1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone

7226-23-5

2H-1,3-Oxazin-2-one, tetrahydro-3-methyl-

96690-06-1

The general procedure for the synthesis of N,N-dimethylpropenyl urea and compounds (CAS:96690-06-1) from carbon dioxide, 1,3-dichloropropane and monomethylamine was as follows: 1.24 g of aqueous 1,3-dichloropropane and 5.15 g of a 40% aqueous solution of methylamine were added to a pressure vessel made of 20 mL of SUS316. At a pressure of about 0.5 MPa, 1.95 g of carbon dioxide gas was passed into the vessel. Subsequently, the reaction mixture was reacted at a constant temperature at 120°C for 2 hours. At the end of the reaction, 3-methyl-1,3-oxazin-2-one was obtained in 15% yield, as well as 1,3-dimethyltetrahydropyrimidin-2(1H)-one in 64% yield.

References

[1] Patent: US2005/154200, 2005, A1. Location in patent: Page/Page column 4

Preparation Products And Raw materials