HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[(E)-[1-[2-[di(propan-2-yl)amino]ethyl]-5-methyl-2-oxoindol-3-ylidene]amino]-3-methylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | n-methylhydrazinecarboxamide | HCID 256005 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 13934409 | HCID 13934409 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-[(E)-[1-[2-[di(propan-2-yl)amino]ethyl]-5-methyl-2-oxoindol-3-ylidene]amino]-3-methylurea | HCID 178485947 | 61.8% |
Reaction Steps
To a solution of 1.00 g of 1-(2-diisopropylaminoethyl)-5-methylisatin and 0.34 g of 4-methylsemicarbazide in 15 ml of a mixture of ethanol and water (2:1) was added 3.8 ml of a 1N-hydrochloric acid. The mixture was stirred for 16 hours at room temperature. To the reaction mixture was added an aqueous sodium bicarbonate solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from ethanol to obtain 0.77 g of (E)-1-(2-diisopropylaminoethyl)-5-methylisatin 3-(4-methylsemicarbazone) having a melting point of 157.5°-158.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04780477 |
| Source dataset | uspto-grants-1988_10 |
| ORD ID | ord-175587cf0d0d4bb58142fc32a646438f |
| Source note | uspto-grants-1988_10 |