Thiourea → 1-(4-(2-Aminothiazol-4-yl)piperidin-1-yl)ethanone

HRID 911086노트

반응식

HRID 911086 반응식
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([C:10](=O)[CH2:11]Br)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH2:14][C:15]([NH2:17])=[S:16]>C(O)C>[NH2:17][C:15]1[S:16][CH:11]=[C:10]([CH:7]2[CH2:8][CH2:9][N:4]([C:1](=[O:3])[CH3:2])[CH2:5][CH2:6]2)[N:14]=1

참가 물질

4

반응물 2

HCID 2723790ThioureaHCID 772303261-(1-Acetylpiperidin-4-yl)-2-bromoethan-1-one

생성물 1

HCID 596100361-(4-(2-Aminothiazol-4-yl)piperidin-1-yl)ethanone수율 74.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(1-acetylpiperidin-4-yl)-2-bromoethanone (2.372 g, 9.561 mmol) and thiourea (0.7278 g, 9.561 mmol) were dissolved in ethanol (40 ml) and agitated at ambient temperature for 30 minutes. The mixture was heated to 80° C. and agitated an additional 1 hour. Upon cooling solvent was evaporated and the residue was distributed between 20 ml of 2M NaOH and 20 ml of chloroform. The organic phase was separated and discarded. The remaining aqueous phase (white slurry) was extracted with chloroform until all solids were extracted (4×200 ml). The organic extracts were combined, dried over magnesium sulfate and evaporated to give the desired product (1.600 g, 74.27% yield) as white solid.

후처리

  1. temperatureThe mixture was heated to 80° C.
  2. stirringagitated an additional 1 hour
  3. temperatureUpon cooling solvent
  4. customwas evaporated
  5. customThe organic phase was separated
  6. extractionThe remaining aqueous phase (white slurry) was extracted with chloroform until all solids
  7. extractionwere extracted (4×200 ml)
  8. dry with materialdried over magnesium sulfate
  9. customevaporated

출처 및 근거

ORD 기록
ord-4774cb432e9145b2ac15f01e7cf94612
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022222B2

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