2-Hydroxypyrazine
(1H)-pyrazin-2-one
CAS: 6270-63-9
Molecular Formula: C4H4N2O
2-Hydroxypyrazine - Names and Identifiers
| Name | (1H)-pyrazin-2-one |
| Synonyms | NSC 36081 pyrazin-2-ol Pyrazin-2-ol Hydroxypyrazine 2(1H)-Pyrazinone 2-Hydroxypyrazine 2-HYDROXYPYRAZINE pyrazin-2(1H)-one (1H)-Pyrazin-2-one Pyrazine-2(1H)-one (1H)-pyrazin-2-one 1,2-Dihydropyrazine-2-one 2-HYDROXYPYRAZINE SOLUTION |
| CAS | 6270-63-9 |
| EINECS | 228-455-2 |
| InChI | InChI=1/C4H4N2O/c7-4-3-5-1-2-6-4/h1-3H,(H,6,7) |
| InChIKey | HUTNOYOBQPAKIA-UHFFFAOYSA-N |
2-Hydroxypyrazine - Physico-chemical Properties
| Molecular Formula | C4H4N2O |
| Molar Mass | 96.09 |
| Density | 1.28±0.1 g/cm3(Predicted) |
| Melting Point | 185-186 ºC |
| Solubility | DMSO (Slightly), Methanol (Slightly, Heated) |
| Appearance | Solid |
| Color | Off-White to Light Brown |
| pKa | 11.69±0.20(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.595 |
| Physical and Chemical Properties | Crystal. Melting point 185-186 °c. |
2-Hydroxypyrazine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R41 - Risk of serious damage to eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. |
| WGK Germany | 3 |
2-Hydroxypyrazine - Reference Information
| Use | intermediate of sulfa drug. hydroxypyrazine is mainly used in the synthesis of sulfamethoxypyrazine (SMPZ), and also used in the synthesis of 2-halogenated pyrazine and 2-cyanopyrazine and other pharmaceutical intermediates. |
| production method | 2-hydroxypyrazine is prepared by amination of methyl chloroacetate with ammonia and cyclization with glyoxal. The aqueous ammonia was cooled to below 0 ° C., and methyl chloroacetate was added dropwise and incubated for 2H. After allowing to stand for reaction for 8H, the residual ammonia was removed, the temperature was raised to 60 ℃, and the reaction liquid phase was concentrated under reduced pressure until the relative density of the reaction liquid phase reached 1.08(50 ℃), aminoacetamide hydrochloride was obtained. The reaction solution was cooled to 0 ℃, and kept below 0 ℃, sodium hydroxide solution and glyoxal were added dropwise successively, after completion, the reaction was carried out for 30min, kept at 25 ℃ for 2H, concentrated under reduced pressure, cooled and crystallized, filtered, drying gave sodium 2-hydroxypyrazine. The yield was 67%. |
Last Update：2024-04-09 02:00:10
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