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

HRID 231711
ノート
印刷プレビュー

反応式

HRID 231711 の反応式
[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]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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24648Sulfuryl chlorideHCID 867420541,1-Diethyl-3-[2-(1,3-dithiolan-2-yl)-6-methyl-8alpha-ergolinyl]urea

生成物 1

HCID 157465221,1-Diethyl-3-(6-methyl-2-formyl-8alpha-ergolinyl)urea収率 54%

試薬・触媒・溶媒 1

HCID 6212
Chloroform
溶媒
2 回

実験手順

2.05 g (5 mmol) of 1,1-diethyl-3-[2-(1,3-dithiolan-2-yl)-6-methyl-8α-ergolinyl]urea is dissolved under argon in 46 ml of chloroform. Then 3.5 g of silica gel and, under vigorous agitation, dropwise 3.5 ml of water are added. During a time period of 30 minutes, a solution of 1.18 ml of sulfuryl chloride in 30 ml of chloroform is added drop by drop. After stirring for 3 hours at room temperature, 7.5 g of potassium carbonate is added and the mixture is vigorously stirred for 20 minutes. The precipitate is filtered off and washed 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 jointly dried over magnesium sulfate and evaporated. The subsequent crystallization is performed from ethyl acetate, thus isolating 0.93 g of 1,1-diethyl-3-(6-methyl-2-formyl-8α-ergolinyl)urea (54% yield).

後処理

  1. stirringthe mixture is vigorously stirred for 20 minutes
  2. filtrationThe precipitate is filtered off
  3. washwashed 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 jointly dried over magnesium sulfate
  7. customevaporated
  8. customThe subsequent crystallization

出典と根拠

ORDレコード
ord-7e857018f0964267b4c961bd96f4ab10
出典データセット
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04847262

反応ノート

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