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Triethylamine → HCID 18983825, 화합물

HRID 1440469
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HRID 1440469 반응식
Br.[C:2]1([C:8]2[N:9]=[C:10]3[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:14][CH:13]=[CH:12][N:11]3[CH:21]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([N:24](CC)CC)C.ClS(N=C=O)(=O)=O>C(#N)C>[C:22]([C:21]1[N:11]2[CH:12]=[CH:13][CH:14]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:10]2=[N:9][C:8]=1[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)#[N:24]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 70918Chlorosulfonyl isocyanateHCID 67768891Ethyl 2-phenyl-imidazo[1,2-a]pyridine-8-carboxylate hydrogen bromide

생성물 1

HCID 18983825HCID 18983825, 화합물수율 67.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

Ethyl 2-phenyl-imidazo[1,2-a]pyridine-8-carboxylate hydrogen bromide (1.96 g, 5.35 m mol), and triethylamine (0.55 g, 5.44 m mol) were added to acetonitrile (20 ml). To this solution was dropwise added a solution of chlorosulfonylisocyanate (ClSO2NCO) (0.8 ml, 9.19 m mol) in acetonitrile (5 ml) at an inner temperature of 0°-20° C. Then, the mixture was allowed to react at room temperature for an hour. After completion of the reaction, the mixture was concentrated under reduced pressure. The resulting concentrate to which water was added was extracted with dichloromethane, and the extract was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform) to give the object compound (1.06 g, yield 67.9%) as crystals. m.p. 87°-89° C.

후처리

  1. customto react at room temperature for an hour
  2. customAfter completion of the reaction
  3. concentrationthe mixture was concentrated under reduced pressure
  4. concentrationThe resulting concentrate to which water
  5. additionwas added
  6. extractionwas extracted with dichloromethane
  7. washthe extract was washed with water
  8. dry with materialdried over anhydrous sodium sulfate
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified by silica gel column chromatography (eluent: chloroform)

출처 및 근거

ORD 기록
ord-9149e09e3713462eaaa386625a1c5a6c
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05498774

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