HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → Diethyl 2-amino-6-{[(N-methylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate | HCID 9863689 | — |
| Solvent | Water | HCID 962 | — |
| Product | Diethyl 2-amino-6-{[(N-methylamino)-carbonyloxy-carbamoyl]-methyl}-azulene-1,3-dicarboxylate | HCID 23296717 | — |
Reaction Steps
A mixture of 0.2 g (0.55 mmol) of diethyl 2-amino-6-[(hydroxycarbamoyl)-methyl]-azulene-1,3-dicarboxylate, 5 ml of dimethyl sulphoxide and 35 □l (0.6 mmol) of methyl isocyanate is stirred at room temperature for 18 hours. Thereafter, the mixture is diluted with water, extracted with dichloromethane and the extract is chromatographed on silica gel. Elution with ethyl acetate gives 60 mg (36% of theory) of the title compound of m.p. 222-224° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06121322 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-a28ba3edcafc41b9b29ee93afb7d5f3e |
| Source note | uspto-grants-2000_09 |