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Chlorosuccinimide → HCID 15729141, 화합물

HRID 1656933
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HRID 1656933 반응식
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][OH:11])[N:9]=1)(=[O:3])[CH3:2].[Cl:12]N1C(=O)CCC1=O>C(O)(=O)C>[C:1]([NH:4][C:5]1[S:6][C:7]([Cl:12])=[C:8]([CH2:10][OH:11])[N:9]=1)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 14931748N-[4-(Hydroxymethyl)-1,3-thiazol-2-YL]acetamide

생성물 1

HCID 15729141HCID 15729141, 화합물수율 86.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
40 °C

실험 절차

A mixture of 2-acetylamino-4-hydroxymethylthiazole (7.0 g) and N-chlorosuccinimide (6.5 g) in acetic acid (70 ml) was heated at 40° C. for 3.5 hours with stirring. The reaction mixture was concentrated under reduced pressure and the residue was added the aqueous sodium bicarbonate. The mixture was extracted with a mixture of ethyl acetate and tetrahydrofuran (1:1), washed with water and dried over magnesium sulfate. The solvent was concentrated under reduced pressure and the residue was triturated with isopropyl ether. The precipitates were collected by filtration, washed with isopropyl ether and dried in vacuo to give 2-acetylamino-5-chloro-4-hydroxymethylthiazole (7.3 g, yield : 78.5%). mp: 145°-146° C. IR (Nujol) : 3150, 1690, 1550, 1285 cm-1

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was added the aqueous sodium bicarbonate
  3. extractionThe mixture was extracted with a mixture of ethyl acetate and tetrahydrofuran (1:1)
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationThe solvent was concentrated under reduced pressure
  7. customthe residue was triturated with isopropyl ether
  8. filtrationThe precipitates were collected by filtration
  9. washwashed with isopropyl ether
  10. customdried in vacuo

출처 및 근거

ORD 기록
ord-f2909747712545b5be30f6c15e0ef389
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05256675

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