2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester
CAS: 80756-85-0;84994-24-1
Molecular Formula: C13H10N4O2S3
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester - Names and Identifiers
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester - Physico-chemical Properties
| Molecular Formula | C13H10N4O2S3 |
| Molar Mass | 350.43 |
| Density | 1.63 |
| Melting Point | 128-130°C(lit.) |
| Boling Point | 563.2±42.0 °C(Predicted) |
| Flash Point | 294.4°C |
| Solubility | Chloroform (Slightly), Methanol (Slightly) |
| Vapor Presure | 1.04E-12mmHg at 25°C |
| Appearance | Solid |
| Color | Pale Yellow |
| pKa | 1.22±0.10(Predicted) |
| Storage Condition | Refrigerator, Under Inert Atmosphere |
| Stability | Moisture Sensitive |
| Refractive Index | 1.6200 (estimate) |
| MDL | MFCD00129148 |
| Physical and Chemical Properties | Appearance: light yellow crystalline powder Melting Point: 126~132 ℃
|
| Use | For the manufacture of cefotaxime, ceftriaxone, ceftriaxone, cefetamet pivoxil and other pioneering drugs |
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester - 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. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 2 |
| RTECS | XJ4664500 |
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester - Upstream Downstream Industry
2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester - Reference Information
| Introduction | AE-active ester, the chemical name 2-methoxyimino-2-(2-amino-4-thiazolyl)-(z)-thioacetic acid benzothiazolyl ester. Appearance white or light yellow crystalline powder, melting point 128130°C. Low toxicity, bitter, soluble in acetone, Tetrahydrofuran, acetonitrile-soluble, methylene chloride, insoluble in water, and flame can burn. |
| Application | AE-active ester is one of the important side chains of semi-synthetic cephalosporin antibiotics, ceftriaxone sodium, cefpirome, cefpirome and other third and fourth generation semi-synthetic cephalosporin essential intermediates. AE-active esters are Ester derivatives, which can be used as the main raw materials for the production of ceftriaxone, cefotaxime sodium and other drugs. |
| preparation | in a ml Four-necked flask equipped with mechanical stirring, constant pressure dropping funnel, reflux condenser and thermometer, add 20g(0.0995mol) of ammoniacal acetic acid, add dibenzothiazole sulfide, pyridine and 100ml of dichloromethane in proportion, turn on stirring, slowly add 80ml of dichloromethane solution of triphenylphosphorus Dropwise under vigorous stirring at room temperature, after the addition, the reaction was stirred at a temperature of 20 to 25 ° C. For 3H (t1), cooled in an ice bath, filtered, and the filter cake was washed with methanol and dried under vacuum, AE-active ester 29.1g(0.08314mol, theoretical 0.0995mol) was obtained with a yield of 83.6% and a content of 98.6%(LC). The filtrate was slowly added dropwise with vigorous stirring. 50ml dichloromethane solution of carbonate was added, and the reaction was continued at 20~25 °c for 3 hours (t2). After the reaction was finished, the filter was filtered, and the filter cake was washed with methanol, dibenzothiazole sulfide 16.6g(0.05mol, the theoretical value is the sum of the recovered amount and the amount not taking part in the reaction, here should be 0.0995 × 1.2-0.0995 0 No. 0995/2=0.07mol), the yield is 71.43%, the content is 98.1%(LC), the filtrate is concentrated, methanol recrystallization, triphenylphosphine 22.9g(0.0874mol, the theoretical value is 0.1194mol), the yield was about 73.2% and the content was 98.3%(LC). |
| Use | for the manufacture of cefotaxime, ceftriaxone, cefetamet pivoxil |
Last Update：2024-04-09 18:58:34
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Raw Materials for 2-(2-Amino-4-thiazolyl)-2-methoxyiminoacetic,thiobenzothiazole ester