Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Mitomycin A | HCID 19972 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | HCID 19835792 | HCID 19835792 | — |
Reaction Steps
A solution of mitomycin A (200 mg) in 10 ml of ethylene glycol was stirred at room temperature and under nitrogen for 45 minutes with 480 mg of a 1.6% solution of KOH in ethylene glycol. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The reaction mixture was chromatographed on a column packed with neutral alumina using CHCl3 -MeOH 8:2 as the solvent. This process separates the reaction products which are pink in color from ethylene glycol. The product from the pink fraction was rechromatographed on a silica gel plate with acetone to give two major bands. The product obtained from the second band was rechromatographed on a silica gel plate with a mixture of chloroform and methanol 9:1 to give the desired product. This procedure gave 64 mg (29%) of the desired product, having a melting point of 72°-74° C. (decomposition) and providing the following analysis:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04888341 |
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| Source dataset | uspto-grants-1989_12 |
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| ORD ID | ord-8c102c2b942e48cc819806baad387fde |
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| Source note | uspto-grants-1989_12 |
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