Imidazole, 5-chloro-1-methyl-4-nitro-
1-Methyl-4-Nitro-5-chloro imidazole
CAS: 4897-25-0
Molecular Formula: C4H4ClN3O2
Imidazole, 5-chloro-1-methyl-4-nitro- - Names and Identifiers
| Name | 1-Methyl-4-Nitro-5-chloro imidazole |
| Synonyms | pcmni A(S50154-9) Azathioprine EP Impurity C 1-Methyl-4-Nitro-5-chloroimidazole 5-Chloro-1-methyl-4-nitroimidazole 5-chloro-1-methyl-4-nitro-imidazol 1-Methyl-5-chloro-4-nitroimidazole 1-Methyl-4-Nitro-5-chloro imidazole 5-Chloro-1-methyl-4-nitro imidazole Imidazole, 5-chloro-1-methyl-4-nitro- 5-chloro-1-methyl-4-nitro-1H-imidazole 5-chloro-1-methyl-4-nitroimidazole Solution, 100ppm |
| CAS | 4897-25-0 |
| EINECS | 225-521-2 |
| InChI | InChI=1/C4H4ClN3O2/c1-7-2-6-4(3(7)5)8(9)10/h2H,1H3 |
| InChIKey | OSJUNMSWBBOTQU-UHFFFAOYSA-N |
Imidazole, 5-chloro-1-methyl-4-nitro- - Physico-chemical Properties
| Molecular Formula | C4H4ClN3O2 |
| Molar Mass | 161.55 |
| Density | 1.9518 (rough estimate) |
| Melting Point | 148-150 °C (lit.) |
| Boling Point | 362.3±22.0 °C(Predicted) |
| Flash Point | 172.9°C |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Presure | 4.08E-05mmHg at 25°C |
| Appearance | White to Brown Solid |
| Color | White |
| pKa | -1.37±0.61(Predicted) |
| Storage Condition | Inert atmosphere,2-8°C |
| Refractive Index | 1.5500 (estimate) |
| MDL | MFCD00233664 |
| Physical and Chemical Properties | White crystalline powder. |
| Use | Used in organic synthesis, is an important intermediate of anti-tumor drug azathioprine |
Imidazole, 5-chloro-1-methyl-4-nitro- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| RTECS | NI4397100 |
| HS Code | 29332900 |
| Hazard Class | IRRITANT |
Imidazole, 5-chloro-1-methyl-4-nitro- - Nature
Open Data Verified Data
melting point 148-149 °c.
Last Update：2024-01-02 23:10:35
Imidazole, 5-chloro-1-methyl-4-nitro- - Preparation Method
Open Data Verified Data
with diethyl oxalate as raw material, obtained by amination, cyclization, chlorination and nitration.
Last Update：2022-01-01 10:57:20
Imidazole, 5-chloro-1-methyl-4-nitro- - Use
Open Data Verified Data
synthesis of anti-tumor and adjuvant drug azathioprine.
Last Update：2022-01-01 10:57:20
Imidazole, 5-chloro-1-methyl-4-nitro- - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Uses | 5-chloro-1-methyl-4-nitroimidazole is an important drug intermediate, for example, it is the synthesis of azathioprine The key intermediate, azathioprine has a purine antagonistic effect. It is mainly used to suppress immune rejection during allogeneic transplantation. In addition, it is widely used in active chronic hepatitis, rheumatoid arthritis, systemic lupus erythematosus, autoimmune diseases such as autoimmune hemolytic anemia. Pharmaceutical intermediates. Condensation with 6-mercaptopurine can obtain the anti-tumor drug azathioprine. Used in organic synthesis, it is an important intermediate of the anti-tumor drug azathioprine |
| Preparation | 5-chloro-1-methyl-4-nitroimidazole is obtained by amination, cyclization, chlorination and nitrification using diethyl oxalate as raw material. |
| Production method | It is obtained by nitration of 1-methyl-5-chlorimidazole. 1-methyl -5-chlorimidazole was added to the glass-lined reaction pot, and then nitric acid was added under cooling. Continue to add sulfuric acid dropwise under cooling, after adding, react at 100 ℃ for 2h, then cool, add ice water to precipitate the product, and filter and dry to obtain 5-chloro-1-methyl-4-nitroimidazole. The yield was 86%. |
Last Update：2024-04-10 22:30:50
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View History
Imidazole, 5-chloro-1-methyl-4-nitro-
2-溴苯并噻吩
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2-异丙基苯酚
3-AMINO-4-CHLORPYRIDINE