HCID 86742343, compound → 3-(13-Nitro-6-methyl-8alpha-ergolinyl)-1,1-diethylurea

HRID 35213Notes

Reaction equation

HRID 35213 reaction equation
[CH3:1][N:2]1[C@H:16]2[C@@H:6]([C:7]3[CH:8]=[C:9]([N+:18]([O-:20])=[O:19])[CH:10]=[C:11]4[C:17]=3[CH:14]([CH2:15]2)[CH2:13][NH:12]4)[CH2:5][C@H:4]([NH:21][C:22](=[O:28])[N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:3]1>C(Cl)Cl>[CH3:1][N:2]1[C@H:16]2[C@@H:6]([C:7]3[CH:8]=[C:9]([N+:18]([O-:20])=[O:19])[CH:10]=[C:11]4[C:17]=3[C:14]([CH2:15]2)=[CH:13][NH:12]4)[CH2:5][C@H:4]([NH:21][C:22](=[O:28])[N:23]([CH2:26][CH3:27])[CH2:24][CH3:25])[CH2:3]1

Participants

3

Reactant 1

HCID 86742343HCID 86742343, compound

Product 1

HCID 133749573-(13-Nitro-6-methyl-8alpha-ergolinyl)-1,1-diethylureaYield 54.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

One millimole of 3-(2,3-dihydro-6-methyl-13-nitro-8α-ergolinyl)-1,1-diethylurea is dissolved in 10 ml of methylene chloride, and 2 g of pyrolusite in solid form is added thereto. The mixture is then stirred for 2 hours at room temperature. After removing excess pyrolusite by filtration, the filtrate is evaporated. The residue is chromatographed on silica gel with methylene chloride/methanol (5%), thus obtaining 210 mg of 3-(6-methyl-13-nitro-8α-ergolinyl)-1,1-diethylurea.

Workup

  1. customAfter removing excess pyrolusite
  2. filtrationby filtration
  3. customthe filtrate is evaporated
  4. customThe residue is chromatographed on silica gel with methylene chloride/methanol (5%)

Sources & evidence

ORD record
ord-5d3fec930f5f4c01aedadc79a79400d9
Source dataset
uspto-grants-1988_08
Patent number
US04766128

Reaction notes

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