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Potassium Hydroxide → 6-methyl-2-(methylthio)-6,7-dihydro-3H-cyclopenta[d]pyrimidin-4(5H)-one

HRID 240998
ノート
印刷プレビュー

反応式

HRID 240998 の反応式
[CH3:1][CH:2]1[CH2:6][CH:5]([C:7]([O:9]C)=O)[C:4](=O)[CH2:3]1.S(O)(O)(=O)=O.[CH3:17][S:18][C:19](=[NH:21])[NH2:20].[OH-].[K+]>O>[CH3:1][CH:2]1[CH2:3][C:4]2[N:20]=[C:19]([S:18][CH3:17])[NH:21][C:7](=[O:9])[C:5]=2[CH2:6]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 752702-Methyl-2-thiopseudourea sulfateHCID 14542963Methyl 4-methyl-2-oxocyclopentane-1-carboxylate

生成物 1

HCID 1363315346-methyl-2-(methylthio)-6,7-dihydro-3H-cyclopenta[d]pyrimidin-4(5H)-one収率 43%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

A solution of methyl 4-methyl-2-oxocyclopentanecarboxylate (0.42 g, 2.69 mmol), 2-methyl-2-thiopseudourea sulfate (1.10 g, 7.9 mmol) and potassium hydroxide (0.50 g, 8.9 mmol) in water (12 mL) was stirred at 25° C. for 30 minutes, and then heated to reflux for 4 hours. The reaction was cooled to 0° C. by adding ice and a precipitate was formed. The solid product was removed by filtration and the filter cake dried to give 6-methyl-2-(methylthio)-6,7-dihydro-3H-cyclopenta[d]pyrimidin-4(5H)-one (0.19 g, 43% yield) as a white solid. 1H NMR (400 MHz, d6-DMSO): 2.87 (m, 2H), 2.53 (s, 3H), 2.37 (m, 2H), 2.28 (s, 3H), 1.49 (m, 1H), 1.02 (d, 3H).

後処理

  1. temperatureheated
  2. temperatureto reflux for 4 hours
  3. additionby adding ice
  4. customa precipitate was formed
  5. customThe solid product was removed by filtration
  6. customthe filter cake dried

出典と根拠

ORDレコード
ord-10719003aa4d4c89a6e7d321ff3bf4ff
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08648066B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート