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Cysteamine Hydrochloride → NoName_3561

HRID 250505
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HRID 250505 반응식
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.Cl.[NH2:12][CH2:13][CH2:14][SH:15]>C(O)C.O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]2[NH:12][CH2:13][CH2:14][S:15]2)=[CH:5][CH:4]=1
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참가 물질

5

반응물 2

HCID 9082Cysteamine HydrochlorideHCID 312444-Methoxybenzaldehyde

생성물 1

HCID 98272NoName_3561수율 69%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

To a solution of p-methoxybenzaldehyde (1.81 g, 13.3 mmol) in ethanol (15 ml) was added dropwise a solution of cysteamine HCl (0.5 g, 4.4 mmol) in water (5 ml) and the solution stirred at RT for 18 h. The bulk of the ethanol was removed by rotary evaporator and the residue was diluted with water (15 ml) and extracted with diethyl ether (3×20 ml) to remove excess aldehyde. The aqueous layer was basified by addition of solid sodium carbonate (0.3 g) causing the product to precipitate out of solution. The precipitate was filtered, washed carefully with water (3×20 ml) and dried in a vacuum desiccator to give 2-(4-methoxyphenyl)-1,3-thiazolane (5) as a white solid (0.55 g, 69%), mp 94-95° (lit mp, 93-94°). 1H nmr (CDCl3, 300 MHz) 2.51, s, NH; 3.05-3.20, m, H4,4,5; 3.64, m, H5; 3.80, s, OMe; 5.23, s, H2; 6.87, d (8.7 Hz), H3′,5′; 7.44, d (8.7), H2′,H6′. ESI (+ve) MS m/z 196 (M+H, 100%).

후처리

  1. customThe bulk of the ethanol was removed by rotary evaporator
  2. additionthe residue was diluted with water (15 ml)
  3. extractionextracted with diethyl ether (3×20 ml)
  4. customto remove excess aldehyde
  5. additionThe aqueous layer was basified by addition of solid sodium carbonate (0.3 g)
  6. customto precipitate out of solution
  7. filtrationThe precipitate was filtered
  8. washwashed carefully with water (3×20 ml)
  9. customdried in a vacuum desiccator

출처 및 근거

ORD 기록
ord-4bcae8a2ec094fb08f80a7d9f0f22970
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863313B2

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