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Water → 1,1-Diethyl-3-(6-methyl-2-formyl-8alpha-ergolinyl)urea

HRID 2352070
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인쇄 미리보기

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HRID 2352070 반응식
[CH2:1]([N:3]([CH2:29][CH3:30])[C:4]([NH:6][CH:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[NH:14][C:13]=3[CH:23]2SCCS2)[N:9]([CH3:28])[CH2:8]1)=[O:5])[CH3:2].O.S(Cl)(Cl)(=O)=[O:33].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[CH2:1]([N:3]([CH2:29][CH3:30])[C:4]([NH:6][C@H:7]1[CH2:21][C@H:20]2[C@@H:10]([CH2:11][C:12]3[C:22]4[C:15](=[CH:16][CH:17]=[CH:18][C:19]2=4)[NH:14][C:13]=3[CH:23]=[O:33])[N:9]([CH3:28])[CH2:8]1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24648Sulfuryl chlorideHCID 570252831,1-Diethyl-3-[2-(1,3-dithiolan-2-yl)-6-methyl-8ergolinyl]urea

생성물 1

HCID 157465221,1-Diethyl-3-(6-methyl-2-formyl-8alpha-ergolinyl)urea수율 61%

시약·촉매·용매 1

HCID 6212
Chloroform
용매
2회

실험 절차

Under argon, 2.12 g (5 mmol) of 1,1-diethyl-3-[2-(1,3-dithiolan-2-yl)-6-methyl-8ergolinyl]urea is dissolved in 40 ml of chloroform. Then 3.5 g of silica gel is added and, under vigorous agitation, 3.5 ml of water is introduced dropwise. During a time period of 30 minutes, a solution of 1.18 ml of sulfuryl chloride in 30 ml of chloroform is added dropwise. After 3 hours of agitation at room temperature, 7.5 g of potassium carbonate is added and the mixture vigorously stirred for 20 minutes. The precipitate is filtered off and rinsed with chloroform. The precipitate is moistened with ethanol and introduced into 300 ml of saturated sodium chloride solution which is then repeatedly extracted with chloroform. The chloroform extracts and the chloroform filtrate are dried together over magnesium sulfate and evaporated. Subsequent crystallization takes place from ethyl acetate, thus isolating 1.16 g of 1,1-diethyl-3-(6-methyl-2-formyl-8α-ergolinyl)urea (61% yield).

후처리

  1. additionis introduced dropwise
  2. filtrationThe precipitate is filtered off
  3. washrinsed with chloroform
  4. additionintroduced into 300 ml of saturated sodium chloride solution which
  5. extractionis then repeatedly extracted with chloroform
  6. dry with materialThe chloroform extracts and the chloroform filtrate are dried together over magnesium sulfate
  7. customevaporated
  8. customSubsequent crystallization

출처 및 근거

ORD 기록
ord-d3de9ca5b59b4728b0ca1f90a16f49ad
출처 데이터셋
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04874768

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