Urea → HCID 70506031, compound

HRID 1253370Notes

Reaction equation

HRID 1253370 reaction equation
[CH2:1]([N:4]1[C@H:18]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[C:13]4[C:19]=3[C:16]([CH2:17]2)=[CH:15][NH:14]4)=[CH:7][C@H:6](C(N)=O)[CH2:5]1)[CH2:2][CH3:3].[C:23]([O-:26])(=O)C.[Pb+4].[C:28]([O-])(=O)[CH3:29].C([O-])(=O)C.C([O-])(=O)C.[N-:40]=C=O.[CH2:43]([NH:45]CC)[CH3:44].NC(N)=O>C(Cl)Cl.C(OCC)(=O)C>[CH2:1]([N:4]1[C@H:18]2[C:8]([C:9]3[CH:10]=[CH:11][CH:12]=[C:13]4[C:19]=3[C:16]([CH2:17]2)=[CH:15][NH:14]4)=[CH:7][C@H:6]([NH:40][C:23](=[O:26])[N:45]([CH2:28][CH3:29])[CH2:43][CH3:44])[CH2:5]1)[CH2:2][CH3:3]

Participants

7

Reactant 5

HCID 1176UreaHCID 8021DiethylamineHCID 105034IsocyanateHCID 70042202HCID 70042202, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 70506031HCID 70506031, compound

Reagents, catalysts & solvents 1

HCID 21226138Dichloromethane ethylacetateSolvent

Procedure

Analogously to Example 1, 295 mg of 9,10-didehydro-6-n-propyl-8α-ergoline carboxylic acid amide is reacted with lead (IV) acetate to the isocyanate, which latter compound reacts with diethylamine to the corresponding urea. After the reaction mixture has been worked up, chromatography on aluminum oxide with methylene chloride-ethyl acetate yields 120 mg of 3-(9,10-didehydro-6-n-propyl-8α-ergolinyl)-1,1-diethylurea.

Sources & evidence

ORD record
ord-1e3388912e2045039ed2dcd8c4de0961
Source dataset
uspto-grants-1988_05
Patent number
US04748248

Reaction notes

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