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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35217Generated: October 26, 2026

Ammonia → 3-(9,10-Didehydro-12-ethylamino-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

https://huagongshe.com/reaction/35217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantHydrochloric AcidHCID 313—
Reactant2,3-Dihydroxybutanedioic AcidHCID 875—
ReactantDiisobutylaluminumhydrideHCID 21225700—
Reactant3-(12-Acetylamino-9,10-didehydro-6-methyl-8alpha-ergolinyl)-1,1-diethylureaHCID 86742356—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product3-(9,10-Didehydro-12-ethylamino-6-methyl-8alpha-ergolinyl)-1,1-diethylureaHCID 8674235570%

Reaction Conditions

Temperature100 °C

Reaction Steps

200 mg of 3-(12-acetylamino-9,10-didehydro-6-methyl-8α-ergolinyl)-1,1-diethylurea is dissolved in 10 ml of dioxane, combined with 2 ml of 20% diisobutyl aluminum hydride solution in toluene, and heated to 100° C. for 7 hours. The mixture is allowed to cool, then, under cooling, first water, thereafter 2N hydrochloric acid are added thereto, and the solution is rendered alkaline with dilute ammonia, after adding about 1 g of tartaric acid. The mixture is extracted by shaking with methylene chloride, the organic phase is dried and evaporated. The residue is charomatographed as disclosed in Example 7, thus producing 135 mg of 3-(9,10-didehydro-12-ethylamino-6-methyl-8α-ergolinyl)-1,1-diethylurea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04766128
Source datasetuspto-grants-1988_08
ORD IDord-5ab883efae4c44dbb6f8600b043a3b98
Source noteuspto-grants-1988_08