Imidazol-1-yl-acetic acid CAS 22884-10-2
Imidazol-1-yl-acetic acid Basic information
| Product Name: | Imidazol-1-yl-acetic acid |
| Synonyms: | 1H-Imidazole-1-acetic acid≥ 99% (HPLC);AKOS MSC-0001;2-(IMIDAZOLE-1-YL)-ACETIC ACID;2-(1H-IMIDAZOL-1-YL)ACETIC ACID;2-(1-IMIDAZOLYL)ACETIC ACID;1-(CARBOXYMETHYL)IMIDAZOLE;1-IMIDAZOLEACETIC ACID;IMIDAZOL-1-YL-ACETIC ACID |
| CAS: | 22884-10-2 |
| MF: | C5H6N2O2 |
| MW: | 126.11 |
| EINECS: | 607-175-8 |
| Product Categories: | Amino Acids and Derivatives;Heterocycles;Imidazol&Benzimidazole;Heterocyclic Compounds;Intermediates of Zoledronic Acid |
| Mol File: | 22884-10-2.mol |
Imidazol-1-yl-acetic acid Chemical Properties
| Melting point | 258 °C |
| Boiling point | 392.1±25.0 °C(Predicted) |
| density | 1.33±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Water (Slightly) |
| pka | 3.37±0.10(Predicted) |
| form | Solid |
| color | White to Pale Beige |
| InChI | InChI=1S/C5H6N2O2/c8-5(9)3-7-2-1-6-4-7/h1-2,4H,3H2,(H,8,9) |
| InChIKey | QAFBDRSXXHEXGB-UHFFFAOYSA-N |
| SMILES | C1N(CC(O)=O)C=CN=1 |
| CAS DataBase Reference | 22884-10-2(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38-41-37/38 |
| Safety Statements | 26-39 |
| WGK Germany | WGK 3 |
| HazardClass | IRRITANT |
| HS Code | 2933399090 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | Off-White Solid |
| Uses | An impurity arising in the synthesis of zoledronic acid (Z623500). |
| Definition | ChEBI: Imidazol-1-ylacetic acid is an imidazolyl carboxylic acid that is acetic acid in which one of the methyl hydrogens is substituted by an imidazol-1-yl group. It has a role as a metabolite. It is functionally related to an acetic acid. |
| Synthesis | 83468-75-1 22884-10-2 The general procedure for the synthesis of (1-imidazolyl)acetic acid from the compound (CAS: 83468-75-1) was as follows: first, water (15.1 kg) was added to the reactor, followed by removal of chloroform by distillation, controlling the jacket temperature at 60-65 °C (boiling point of the azeotrope is 53 °C) and returning the aqueous phase back to the reactor by using a Dean-Stark water separator. After the chloroform is completely removed, the reactor jacket temperature is slowly raised to 115°C, at which point the tert-butanol and water form an azeotrope (boiling point of 80°C) that is distilled out. After the alcohol was completely removed, the remaining aqueous solution was cooled to room temperature and then drained from the reactor, resulting in 17.54 kg of solution containing (1-imidazolyl)acetic acid. The actual amount of (1-imidazolyl)acetic acid in the solution was determined by NMR to be 3.77 kg (29.9 mol) in 82.2% yield. |
| References | [1] Patent: WO2007/109542, 2007, A2. Location in patent: Page/Page column 4; 6 |
Imidazol-1-yl-acetic acid Preparation Products And Raw materials
| Raw materials | 1H-Imidazole-1-acetic acid, 1,1-dimethylethyl ester |
