Acetone Cyanohydrin → HCID 178428874, 화합물

HRID 848991노트

반응식

HRID 848991 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH3:16][C:17]1[C:25]([C:26]2[CH:31]=[CH:30][C:29]([S:32]([CH3:35])(=[O:34])=[O:33])=[CH:28][CH:27]=2)=[C:24]([S:36]([CH3:39])(=[O:38])=[O:37])[CH:23]=[CH:22][C:18]=1[C:19](O)=[O:20].[CH3:40][C:41]([N:44]1[C:48]([OH:49])=[CH:47][CH:46]=[N:45]1)([CH3:43])[CH3:42].C(N(CC)CC)C.CC(C)(O)C#N>C(#N)C>[CH3:40][C:41]([N:44]1[C:48]([OH:49])=[C:47]([C:19](=[O:20])[C:18]2[CH:22]=[CH:23][C:24]([S:36]([CH3:39])(=[O:37])=[O:38])=[C:25]([C:26]3[CH:31]=[CH:30][C:29]([S:32]([CH3:35])(=[O:33])=[O:34])=[CH:28][CH:27]=3)[C:17]=2[CH3:16])[CH:46]=[N:45]1)([CH3:43])[CH3:42]

참가 물질

7

반응물 5

HCID 6406Acetone CyanohydrinHCID 8471TriethylamineHCID 10868DicyclohexylcarbodiimideHCID 211831432-Methyl-4-methylsulfonyl-3-(4-methylsulfonylphenyl)benzoic acidHCID 178448738HCID 178448738, 화합물

생성물 1

HCID 178428874HCID 178428874, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매3회

실험 절차

A solution of 560 mg (2.7 mmol) of 1,3-dicyclohexylcarbodiimide in 5 mL of acetonitrile was added with stirring to a mixture of 2-methyl-4-methylsulfonyl-3-(4-methylsulfonylphenyl)benzoic acid and 378 mg (2.7 mmol) of 1-(1,1-dimethylethyl)-5-hydroxypyrazole in 15 mL of acetonitrile. The mixture was allowed to react for 1 hour and was then filtered. The solids were washed with a little acetonitrile. Triethylamine (1.13 mL, 8.1 mmol) and 274 microliters (2.7 mmol) of acetone cyanohydrin were added with stirring to the combined filtrate and acetonitrile wash. After 3 hours, the mixture was diluted with dichloromethane and the resulting solution was washed with 2N aqueous hydrochloric acid, filtered, and concentrated by evaporation under reduced pressure. The residue was dissolved in the minimum amount of hot ethanol and the solution was then cooled. The precipitate that formed was collected by filtration and dried to obtain the title compound as a pale yellow powder melting at 187-188° C.

후처리

  1. customto react for 1 hour
  2. filtrationwas then filtered
  3. washThe solids were washed with a little acetonitrile
  4. washwash
  5. additionthe mixture was diluted with dichloromethane
  6. washthe resulting solution was washed with 2N aqueous hydrochloric acid
  7. filtrationfiltered
  8. concentrationconcentrated by evaporation under reduced pressure
  9. dissolutionThe residue was dissolved in the minimum amount of hot ethanol
  10. temperaturethe solution was then cooled
  11. customThe precipitate that formed
  12. filtrationwas collected by filtration
  13. customdried

출처 및 근거

ORD 기록
ord-b0fde1886d5845ba9aab9cd47b8f41de
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06010981

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