반응 #63497

ord-8a99252617924af7b5e6e37583a9b8a9

반응 방정식

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

반응물

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

시약

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

용매

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONare added
  2. 2
    기타the organic phase is separated
  3. 3
    건조dried with sodium sulfate
  4. 4
    기타After evaporation and chromatography

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US04766128uspto-grants-1988_08