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

HRID 1822878
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HRID 1822878 반응식
[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
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참가 물질

6

반응물 4

HCID 702EthanolHCID 115523-MethylbutanalHCID 24408BromineHCID 2723790Thiourea

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3ea8831d7c244e2dbc45853cf813d07c
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07037929B1

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