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Bicarbonate Ion → 1,1-Diethyl-3-(1,6-dimethyl-2-methylthio-8alpha-ergolinyl)urea

HRID 2352067
ノート
印刷プレビュー

反応式

HRID 2352067 の反応式
[CH2:1]([N:3]([CH2:25][CH3:26])[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)[N:14]([CH3:23])[CH:13]=3)[N:9]([CH3:24])[CH2:8]1)=[O:5])[CH3:2].F[B-](F)(F)F.[CH3:32][S+:33](C)SC.F[B-](F)(F)F.[H+].C(=O)(O)[O-]>C1COCC1.C(Cl)Cl>[CH2:25]([N:3]([CH2:1][CH3:2])[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)[N:14]([CH3:23])[C:13]=3[S:33][CH3:32])[N:9]([CH3:24])[CH2:8]1)=[O:5])[CH3:26]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 769Bicarbonate IonHCID 28118Tetrafluoroboric acidHCID 2737114Dimethyl(methylthio)sulfonium TetrafluoroborateHCID 136545951,1-Diethyl-3-(1,6-dimethyl-8alpha-ergolinyl)urea

生成物 1

HCID 137992211,1-Diethyl-3-(1,6-dimethyl-2-methylthio-8alpha-ergolinyl)urea

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

A solution is prepared from 354 mg of 1,1-diethyl-3-(1,6-dimethyl-8α-ergolinyl)urea (1 mmol) in 20 ml of THF and, at room temperature under nitrogen, 392 mg of dimethylmethylthiosulfonium tetrafluoroborate (2 mmol) and 0.24 ml of 50% strength tetrafluoroboric acid are added thereto. After 30 minutes of agitation at room temperature, the mixture is distributed between methylene chloride and bicarbonate solution, the organic phases are combined, dried with sodium sulfate, and evaporated. The crude product is chromatographed with methylene chloride on silica gel yielding, after crystallization, 276 mg (69% of theory). [α]D =+11° (0.5% in chloroform).

後処理

  1. dry with materialdried with sodium sulfate
  2. customevaporated
  3. customThe crude product is chromatographed with methylene chloride on silica gel yielding
  4. customafter crystallization, 276 mg (69% of theory)
  5. custom[α]D =+11° (0.5% in chloroform)

出典と根拠

ORDレコード
ord-2c9f62b0ae264295b395fa70571fdb1f
出典データセット
uspto-grants-1989_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04874768

反応ノート

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