HuagongsheHuagongshe Chemistry Print Report · For research reference only
(6,8a-Dimethoxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl hydrogen carbonimidate → HCID 88629841, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (6,8a-Dimethoxy-1,5-dimethyl-4,7-dioxo-1,1a,2,4,7,8,8a,8b-octahydroazireno[2',3':3,4]pyrrolo[1,2-a]indol-8-yl)methyl hydrogen carbonimidate | HCID 159845 | — |
| Reactant | HCID 10975406 | HCID 10975406 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 88629841 | HCID 88629841 | 34% |
Reaction Steps
A solution of 50 mg (0.138 mmol) of N-methylmitomycin A in 6 ml of anhydrous methanol was stirred with 0.2 ml of 2-chloroallylamine. The progress of the reaction was checked periodically by TLC and appeared to be complete in 3 hours. The solvent was then evaporated under reduced pressure and the residue was chromatographed using silica-gel as adsorbent. The fraction obtained by eluting the column with a mixture of chloroform and ethyl acetate (1:1 by volume) was evaporated under reduced pressure. Recrystallization from a mixture of chloroform and hexane gave 20 mg (34% yield) of the desired product as purple-colored crystals having a melting point of 71°-72° C. (decomposing) and providing the following analysis:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04460599 |
| Source dataset | uspto-grants-1984_07 |
| ORD ID | ord-910c7e16157f4d61a297ceec528c4fdf |
| Source note | uspto-grants-1984_07 |