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| | 1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Basic information |
| | 1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Chemical Properties |
| Melting point | 120-124 °C | | Boiling point | 305.17°C (rough estimate) | | density | 1.1455 (rough estimate) | | refractive index | 1.6300 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Crystalline Powder | | pka | 11.72±0.30(Predicted) | | color | White to slightly cream | | BRN | 140587 | | InChI | InChI=1S/C10H10N2O/c1-7(2)12-9-6-4-3-5-8(9)11-10(12)13/h3-6H,1H2,2H3,(H,11,13) | | InChIKey | XFASJWLBXHWUMW-UHFFFAOYSA-N | | SMILES | C1(=O)N(C(C)=C)C2=CC=CC=C2N1 | | CAS DataBase Reference | 52099-72-6(CAS DataBase Reference) |
| Hazard Codes | Xn,T | | Risk Statements | 22-25 | | Safety Statements | 22-24/25-45 | | RIDADR | UN 2810 6.1/PG 3 | | WGK Germany | 3 | | HazardClass | 6.1 | | HS Code | 29339980 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral |
| | 1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Usage And Synthesis |
| Chemical Properties | Off-White Crystalline Solid | | Synthesis | General procedure for the synthesis of 1,3-dihydro-1-(1-methylethynyl)-2H-benzimidazol-2-one from ethyl acetoacetate and o-phenylenediamine: 50 grams of o-phenylenediamine, 90 grams of ethyl acetoacetate, and 5 grams of sodium hydroxide were dissolved in 300 ml of o-xylene. The reaction was refluxed at 130°C for about 7 hours, during which time the water generated was removed by means of a water separator. Upon completion of the reaction, the reaction mixture was cooled to 80 °C and washed twice with 100 ml of water to remove water-soluble impurities. Subsequently, the mixture was cooled to 0 °C to allow the target product to precipitate as a white solid. The solid product was collected by filtration and dried to give 65 g of 1,3-dihydro-1-(1-methylethynyl)-2H-benzimidazol-2-one (DOM-2) in 94% yield. | | References | [1] Patent: CN108129396, 2018, A. Location in patent: Paragraph 0022; 0023; 0033; 0034
[2] Bulletin des Societes Chimiques Belges, 1987, vol. 96, # 10, p. 787 - 792
[3] Patent: CN102816121, 2016, B. Location in patent: Paragraph 0022-0024
[4] Journal of Chemical Research - Part S, 1996, # 2, p. 92 - 93
[5] Russian Journal of Physical Chemistry A, 2015, vol. 89, # 5, p. 807 - 811 |
| | 1-ISOPROPENYL-2-BENZIMIDAZOLIDINONE Preparation Products And Raw materials |
| Raw materials | Ethyl acetoacetate-->o-Phenylenediamine-->o-Xylene-->Sodium hydroxide | | Preparation Products | 5,6-Dihydroimidazo[4,5,1-jk][1]benzazepine-2,7(1H,4H)-dione -->2-Oxo-1-benzimidazolinebutyric Acid-->Imidazo[4,5,1-jk][1]benzazepin-2(1H)-one, 6-amino-4,5,6,7-tetrahydro-7-hydroxy- (hydrochloride)-->Flibanserin Hydrochloride-->3-Isopropenyl-2-oxo-1-benzimidazolinebutyric Acid Ethyl Ester |
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