Dimethyl Sulfide → 3-(6-Methyl-13-nitro-8beta-ergolinyl)-1,1-diethylurea

HRID 35215

反応式

HRID 35215 の反応式
ClOC(C)(C)C.[CH3:7][N:8]1[C@H:22]2[C@@H:12]([C:13]3[CH:14]=[C:15]([N+:24]([O-:26])=[O:25])[CH:16]=[C:17]4[C:23]=3[CH:20]([CH2:21]2)[CH2:19][NH:18]4)[CH2:11][C@@H:10]([NH:27][C:28](=[O:34])[N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])[CH2:9]1.CSC.C(N(CC)CC)C.CC[O-].[Na+]>C(Cl)Cl.C(O)C.O>[CH3:7][N:8]1[C@H:22]2[C@@H:12]([C:13]3[CH:14]=[C:15]([N+:24]([O-:26])=[O:25])[CH:16]=[C:17]4[C:23]=3[C:20]([CH2:21]2)=[CH:19][NH:18]4)[CH2:11][C@@H:10]([NH:27][C:28](=[O:34])[N:29]([CH2:32][CH3:33])[CH2:30][CH3:31])[CH2:9]1

参加物

9

反応物 5

HCID 1068Dimethyl SulfideHCID 8471TriethylamineHCID 521297Tert-Butyl hypochloriteHCID 2723922Sodium ethoxideHCID 867423523-(2,3-Dihydro-6-methyl-13-nitro-8beta-ergolinyl)-1,1-diethylurea

生成物 1

HCID 867423513-(6-Methyl-13-nitro-8beta-ergolinyl)-1,1-diethylurea収率 25.9%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 0.4 mmol of tert-butyl hypochlorite in 2 ml of methylene chloride is added dropwise to a solution of 0.3 mmol of 3-(2,3-dihydro-6-methyl-13-nitro-8β-ergolinyl)-1,1-diethylurea, 0.4 mmol of dimethyl sulfide, and 0.3 mmol of triethylamine in 5 ml of methylene choride at -70° C., and the mixture is agitated for 2 hours. Then a solution of 2 mmol of sodium ethylate in 2 ml of ethanol is added thereto within 10 minutes, and the mixture is warmed up to room temperature within 2 hours, whereafter it is combined with water, extracted with methylene chloride, the organic phase is dried and evaporated. Chromatography on silica gel with methylene chloride/methanol (5%) yields 30 mg of 3-(6-methyl-13-nitro-8β-ergolinyl)-1,1-diethylurea.

後処理

  1. waitwithin 10 minutes
  2. extractionextracted with methylene chloride
  3. customthe organic phase is dried
  4. customevaporated

出典と根拠

ORDレコード
ord-b8a17eee9b8649738d7245eacbbd1a9e
出典データセット
uspto-grants-1988_08
特許番号
US04766128

関連ノート

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