反応 #63497

ord-8a99252617924af7b5e6e37583a9b8a9

反応方程式

CCN(CC)C(=O)N[C@H]1C[C@@H]2c3cc([N+](=O)[O-])cc4[nH]cc(c34)C[C@H]2N(C)C1
3-(13-nitro-6-methyl-8α-ergolinyl)-1,1-diethylurea
CC(=O)Cl
acetyl chloride
[K+].[OH-]
potassium hydroxide
→
CCN(CC)C(=O)N[C@H]1C[C@@H]2c3cc([N+](=O)[O-])cc4c3c(cn4C(C)=O)C[C@H]2N(C)C1
3-(1-acetyl-6-methyl-13-nitro-8α-ergolinyl)-1,1-diethylurea

反応物

CCN(CC)C(=O)N[C@H]1C[C@@H]2c3cc([N+](=O)[O-])cc4[nH]cc(c34)C[C@H]2N(C)C1
3-(13-nitro-6-methyl-8α-ergolinyl)-1,1-diethylurea
CC(=O)Cl
acetyl chloride
[K+].[OH-]
potassium hydroxide

試薬

CCCC[N+](CCCC)(CCCC)CCCC.O=S(=O)([O-])O
tetrabutylammonium hydrogen sulfate

溶媒

ClCCl
methylene chloride
O=C([O-])O.[Na+]
sodium bicarbonate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONare added
  2. 2
    その他the organic phase is separated
  3. 3
    乾燥dried with sodium sulfate
  4. 4
    その他After evaporation and chromatography

実験手順

A solution is prepared from 410 mg of 3-(13-nitro-6-methyl-8α-ergolinyl)-1,1-diethylurea in 10 ml of methylene chloride, 40 mg of tetrabutylammonium hydrogen sulfate and 0.8 ml of acetyl chloride are added, and this mixture is poured on 1 g of pulverized potassium hydroxide. After 1.5 hours of agitation at room temperature, the mixture is diluted with sodium bicarbonate solution, the organic phase is separated and dried with sodium sulfate. After evaporation and chromatography as indicated in Example 9, 375 mg of 3-(1-acetyl-6-methyl-13-nitro-8α-ergolinyl)-1,1-diethylurea is obtained.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04766128uspto-grants-1988_08