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Ethanol → 5-(Propan-2-yl)-1,3-thiazol-2-amine

HRID 1822878
ノート
印刷プレビュー

反応式

HRID 1822878 の反応式
[CH3:1][CH:2]([CH3:6])[CH2:3][CH:4]=O.BrBr.[NH2:9][C:10]([NH2:12])=[S:11].C(O)C>O1CCOCC1>[NH2:12][C:10]1[S:11][C:3]([CH:2]([CH3:6])[CH3:1])=[CH:4][N:9]=1
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 702EthanolHCID 115523-MethylbutanalHCID 24408BromineHCID 2723790Thiourea

生成物 1

HCID 104869545-(Propan-2-yl)-1,3-thiazol-2-amine収率 42%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

2 ml (18.6 mmol) of 3-methylbutyraldehyde were dissolved in 15 ml of dioxane. 40.4 ml (18.6 mmol) of a solution 2% v/v of bromine in dioxane was dropped therein at 0° C. The mixture was maintained at room temperature under stirring for 2 hours, then 2.83 g (37.2 mmol) of thiourea and 5 ml of ethanol were added. After 6 hours at room temperature the solution was evaporated to dryness, the residue was dissolved in methylene chloride and the product extracted with 1M hydrochloric acid; the aqueous layer was made basic by using 30% ammonium hydrate and extracted again with methylene chloride. The organic phase was dried over sodium sulfate and evaporated under vacuum. The residue was chromatographed on a silica gel column, eluting with cyclohexane-ethylacetate to give 1.1 g (42% yield) of the title compound.

後処理

  1. customat 0° C
  2. customAfter 6 hours at room temperature the solution was evaporated to dryness
  3. dissolutionthe residue was dissolved in methylene chloride
  4. extractionthe product extracted with 1M hydrochloric acid
  5. extractionextracted again with methylene chloride
  6. dry with materialThe organic phase was dried over sodium sulfate
  7. customevaporated under vacuum
  8. customThe residue was chromatographed on a silica gel column
  9. washeluting with cyclohexane-ethylacetate

出典と根拠

ORDレコード
ord-3ea8831d7c244e2dbc45853cf813d07c
出典データセット
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07037929B1

反応ノート

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