ChemicalBook--->CAS DataBase List--->5395-50-6

5395-50-6

5395-50-6 Structure

5395-50-6 Structure
IdentificationBack Directory
[Name]

Tetramethylol acetylenediurea
[CAS]

5395-50-6
[Synonyms]

Tetramethylol acetyl
Tetramethylol acetylenediurea
Tetramethylol acetylene diuriene
Tetrakis (hydroxy methy1) glycoluril
1,3,4,6-tetramethylol-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-quinone
1,3,4,6-Tetrakis(hydroxymethyl)octahydroimidazo[4,5-d]imidazole-2,5-dione
1,3,4,6-Tetrakis-hydroxymethyl-tetrahydro-imidazo(4,5-d)imidazole-2,5-dione
1,3,4,6-tetrakis(hydroxymethyl)-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione
Tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazol-2,5(1H,3H)-dion
1,3,4,6-Tetrakis(hydroxyMethyl)tetrahydroiMidazo[4,5-d]iMidazole-2,5(1H,3H)-dione
tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazole-2,5(1H,3H)-dione
Imidazo4,5-dimidazole-2,5(1H,3H)-dione, tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)-
3a,4,6,6a-Tetrahydro-1,3,4,6-tetrakis(hydroxymethyl)imidazo[4,5-d]imidazole-2,5(1H,3H)-dione
1,3,4,6-Tetrakis(hydroxymethyl)-3a,4,6,6a-tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
1,3,4,6-Tetrakis-hydroxymethyl-tetrahydro-imidazo[4,5-d]imidazole-2,5-dionr in aqueous solution
[EINECS(EC#)]

226-408-0
[Molecular Formula]

C8H14N4O6
[MDL Number]

MFCD00043995
[MOL File]

5395-50-6.mol
[Molecular Weight]

262.22
Chemical PropertiesBack Directory
[Melting point ]

137-138 °C
[Boiling point ]

624.2±55.0 °C(Predicted)
[density ]

1.697±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly, Sonicated), DMSO (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[pka]

13.90±0.10(Predicted)
[color ]

White to Off-White
[Cosmetics Ingredients Functions]

ANTIMICROBIAL
[InChI]

InChI=1S/C8H14N4O6/c13-1-9-5-6(11(3-15)7(9)17)12(4-16)8(18)10(5)2-14/h5-6,13-16H,1-4H2
[InChIKey]

UUGLSEIATNSHRI-UHFFFAOYSA-N
[SMILES]

C(N1C(N(C2N(C(N(C21)CO)=O)CO)CO)=O)O
[EPA Substance Registry System]

Imidazo[4,5-d]imidazole2,5(1H,3H)-dione, tetrahydro-1,3,4,6-tetrakis( hydroxymethyl)-(5395-50-6)
Hazard InformationBack Directory
[Uses]

Crosslinker, Fungicide, Concrete additive
[Flammability and Explosibility]

Notclassified
[Synthesis]

Formaldehyde

50-00-0

Glycoluril

496-46-8

Tetramethylol acetylenediurea

5395-50-6

In a suitable reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser, 688 parts (10 mol) of a 44% aqueous formaldehyde solution were added and the pH was adjusted to 8.7 with 22 parts of 0.5 N NaOH solution.The temperature of the reaction system was maintained at 40 °C to which 284 parts (2 mol) of glyburide were subsequently added. During the reaction, the temperature was gradually increased to 55 °C, at which time most of the glyburide was dissolved. After about 15 minutes, the pH of the reaction system was adjusted to 8.0 with 5 parts of 0.5N NaOH solution to obtain a clarified light yellow solution. This solution was subjected to reduced pressure distillation at 50°C to remove the water until about 640 parts remained in the reaction vessel. The concentrated syrupy product was poured into 800 parts of methanol and a white crystalline precipitate was precipitated. After filtration and drying, 483 parts (92% yield) of 1,3,4,6-tetrakis(hydroxymethyl)tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione were obtained with a melting point of 132°C~136°C.

[References]

[1] Patent: WO2014/166347, 2014, A1. Location in patent: Page/Page column 14
[2] Patent: WO2015/143974, 2015, A1. Location in patent: Page/Page column 15; 16
[3] Chemistry of Heterocyclic Compounds, 2006, vol. 42, # 3, p. 365 - 376
[4] Russian Journal of Applied Chemistry, 2016, vol. 89, # 1, p. 132 - 139
[5] Zh. Prikl. Khim. (S.-Peterburg, Russ. Fed.), 2016, vol. 89, # 1, p. 103 - 111,9
Safety DataBack Directory
[TSCA ]

TSCA listed
Spectrum DetailBack Directory
[Spectrum Detail]

Tetramethylol acetylenediurea(5395-50-6)1HNMR
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