HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1980422Generated: October 31, 2026
Methanesulfonic Acid → 7-Amino-2-benzhydryloxycarbonyl-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene
https://huagongshe.com/reaction/1980422
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Benzhydryloxycarbonyl-7-t-butoxycarbonylamino-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene | HCID 20402444 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Amino-2-benzhydryloxycarbonyl-3-[2-(pyrid-3-yl-amino)-thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene | HCID 13960531 | 88.1% |
Reaction Steps
Methanesulphonic acid (37.7 cc) is added in the course of 5 minutes to a solution of 2-benzhydryloxycarbonyl-7-t-butoxycarbonylamino-3-[2-(pyridin-3-yl-amino)thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene (37.22 g) in acetonitrile (372 cc). The mixture is stirred for 5 minutes and the reaction solution is then added to a mixture of a saturated solution of sodium bicarbonate (870 cc), distilled water (1,740 cc) and methylene chloride (580 cc). The mixture is stirred for 10 minutes and the precipitate is filtered off and washed with distilled water (4×100 cc). The product is dried to give 7-amino-2-benzhydryloxycarbonyl-3-[2-(pyridin-3-yl-amino)thiazol-5-yl]-8-oxo-5-thia-1-azabicyclo-[4.2.0]oct-2-ene (27.66 g) in the form of a pale yellow crystalline powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04508717 |
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| Source dataset | uspto-grants-1985_04 |
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| ORD ID | ord-1087fa7c88b14e24ba8beaf91bb8b1b8 |
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| Source note | uspto-grants-1985_04 |
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