HCID 67945849, 화합물 → HCID 67945766, 화합물

HRID 727946노트

반응식

HRID 727946 반응식
[CH3:1][N:2]([CH3:15])[C:3]([CH:5]1[S:10][C:9]2[O:11][CH:12]=[CH:13][C:8]=2[C:7](=O)[CH2:6]1)=O>O1CCCC1>[CH3:15][N:2]([CH2:3][CH:5]1[S:10][C:9]2[O:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1)[CH3:1]

참가 물질

3

반응물 1

HCID 67945849HCID 67945849, 화합물

생성물 1

HCID 67945766HCID 67945766, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirring, refluxing solution of N,N-dimethyl-4-oxo-5,6-dihydro-4H-furano[2,3-b]thiopyran-6-carboxamide (7.1 g, 0.0314 mol) in tetrahydrofuran (150 ml) was added dropwise borane-dimethyl sulfide complex (9.4 ml, 0.014 mol). The reaction was then stirred at reflux for 3 hr. when 6NHCl (25 ml) was added slowly and the reaction was heated at reflux for a further 1/2 hr. Most of the tetrahydrofuran was removed in vacuo and the residue was diluted with 6N HCl (50 ml) and heated again for 1/2 hr. The reaction was cooled to room temperature and water (100 ml) was added. The reaction was extracted once with ether (50 ml) and then basified with 10N NaOH (75 ml). The product was extracted with ethyl acetate (4×50 ml portions). The ethyl acetate solution was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to give the product.

후처리

  1. additionwas added dropwise borane-dimethyl sulfide complex (9.4 ml, 0.014 mol)
  2. temperatureat reflux for 3 hr
  3. additionwhen 6NHCl (25 ml) was added slowly
  4. temperaturethe reaction was heated
  5. temperatureat reflux for a further 1/2 hr
  6. customMost of the tetrahydrofuran was removed in vacuo
  7. additionthe residue was diluted with 6N HCl (50 ml)
  8. temperatureheated again for 1/2 hr
  9. additionwater (100 ml) was added
  10. extractionThe reaction was extracted once with ether (50 ml)
  11. extractionThe product was extracted with ethyl acetate (4×50 ml portions)
  12. dry with materialThe ethyl acetate solution was dried over anhydrous sodium sulfate
  13. filtrationfiltered
  14. concentrationconcentrated in vacuo
  15. customto give the product

출처 및 근거

ORD 기록
ord-bfc69e4f29054474881a72a781450adf
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05045561

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