HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 3-(12-Amino-2,3-dihydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-(2,3beta-Dihydro-6-methyl-12-nitro-8alpha-ergolinyl)-1,1-diethylurea | HCID 86742354 | — |
| Catalyst | Nickel Dichloride | HCID 24385 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(12-Amino-2,3-dihydro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea | HCID 86742353 | 97.9% |
Reaction Steps
One millimole of 3-(2,3β-dihydro-6-methyl-12-nitro-8α-ergolinyl)-1,1-diethylurea is dissolved in 25 ml of methanol, cooled in an ice bath, and 2 mmol of nickel chloride (with 6H2O) and thereafter 5 mmol of sodium borohydride are added thereto in 4-5 portions. Under ice cooling, the mixture is acidified with 2N hydrochloric acid, combined with dilute ammonia solution, and extracted by shaking. After drying and evaporation of the organic phase, 350 mg of 3-(12-amino-2,3-dihydro-6-methyl-8α-ergolinyl)-1,1-diethylurea is obtained. [α]D =-31° (0.5% methanol) as the tartaric acid salt (1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04766128 |
| Source dataset | uspto-grants-1988_08 |
| ORD ID | ord-b169d22a5d9144fe95757e94cc83b450 |
| Source note | uspto-grants-1988_08 |