| Identification | Back 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 Properties | Back 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 Information | Back Directory | [Uses]
Crosslinker, Fungicide, Concrete additive | [Flammability and Explosibility]
Notclassified | [Synthesis]
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 |
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