|
|
| | 5-Amino-1,3-dihydro-2H-benzimidazol-2-one Basic information |
| | 5-Amino-1,3-dihydro-2H-benzimidazol-2-one Chemical Properties |
| Melting point | >300 °C | | Boiling point | 201.4±19.0 °C(Predicted) | | density | 1.363±0.06 g/cm3(Predicted) | | vapor pressure | 0.001Pa at 20℃ | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | form | Powder | | pka | 11.80±0.30(Predicted) | | color | White to Amber to Dark purple | | InChI | InChI=1S/C7H7N3O/c8-4-1-2-5-6(3-4)10-7(11)9-5/h1-3H,8H2,(H2,9,10,11) | | InChIKey | BCXSVFBDMPSKPT-UHFFFAOYSA-N | | SMILES | C1(=O)NC2=CC=C(N)C=C2N1 | | LogP | -0.33 at 23℃ and pH6.5-7.5 | | CAS DataBase Reference | 95-23-8(CAS DataBase Reference) | | EPA Substance Registry System | 2H-Benzimidazol-2-one, 5-amino-1,3-dihydro- (95-23-8) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-36-22 | | Safety Statements | 26-36/37/39 | | WGK Germany | 3 | | TSCA | TSCA listed | | HazardClass | IRRITANT | | HS Code | 2933998090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 5-Amino-1,3-dihydro-2H-benzimidazol-2-one Usage And Synthesis |
| Chemical Properties | Crystalline powder | | Uses | 5-Amino-2-hydroxybenzimidazole is an important reagent in the discovery of potent and selective non-nucleotide small molecule inhibitors of CD73 | | Synthesis | Step: 21b Synthesis of 5-amino-1,3-dihydrobenzimidazol-2-one. Pd/C catalyst (140 mg) was added to a mixed solution of methanol and ethyl acetate containing 5-nitro-1,3-dihydrobenzimidazol-2-one (1.4 g, 7.8 mmol) and the hydrogenation reaction was carried out for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, the unfolding agent was a chloroform solution of 10% methanol). After completion of the reaction, the reaction mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated to give the target product 5-amino-1,3-dihydrobenzimidazol-2-one (1 g, 86% yield). | | References | [1] Patent: WO2012/59932, 2012, A1. Location in patent: Page/Page column 161-162
[2] Patent: WO2009/42907, 2009, A1. Location in patent: Page/Page column 78-79
[3] Journal of the American Chemical Society, 1958, vol. 80, p. 1662
[4] Patent: WO2012/115479, 2012, A2. Location in patent: Page/Page column 23
[5] Patent: CN104151251, 2017, B. Location in patent: Paragraph 0024 |
| | 5-Amino-1,3-dihydro-2H-benzimidazol-2-one Preparation Products And Raw materials |
|