Sodium Hydroxide → HCID 178485162, 화합물

HRID 463768노트

반응식

HRID 463768 반응식
[OH-].[Na+].S(O)(O)(=O)=O.[CH3:8][NH:9][C:10]([NH2:12])=[NH:11].S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([Cl:31])=[O:30])=[CH:24][CH:23]=1>CC(C)=O>[ClH:31].[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([NH:12][C:10]([NH:9][CH3:8])=[NH:11])=[O:30])=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 14798Sodium HydroxideHCID 24436Sodium SulfateHCID 27346884-Methoxyphenylacetyl chlorideHCID 178485188HCID 178485188, 화합물

생성물 1

HCID 178485162HCID 178485162, 화합물수율 37.3%

시약·촉매·용매 1

HCID 180Acetone용매2회

실험 절차

A mixture of 8.80 g of a 50% aqueous sodium hydroxide solution, 13.44 g of methylguanidine sulfate and 100 ml acetone is stirred for 21/2 hrs at RT. 6.0 g of anhydrous sodium sulfate are added to the mixture, and stirring continued for 1 hr. 4-methoxyphenylacetyl chloride (9.23 g) in 50 ml acetone is added, and the reaction mixture stirred overnight at RT. The reaction mixuture is filtered and the filtrate is diluted with 100 ml of saturated aqueous sodium bicarbonate and the acetone evaporated in vacuo. The aqueous phase is diluted with 100 ml H2O and extracted with two 100 ml portions of methylene chloride. The combined organic extracts are dried with sodium sulfate, filtered and concentrated in vacuo. The resulting preccipitate is dissolved in a small volume of methanol and acidified with ethereal hydrochloric acid. The solvent is evaporated in vacuo, and the residue stirred with 200 ml of diethyl ether. The solid is collected, dried in air and recrystallized from acetonitrile to afford 4.80 g of white solid, M.P. 189° C.

후처리

  1. stirringstirring
  2. waitcontinued for 1 hr
  3. stirringthe reaction mixture stirred overnight at RT
  4. filtrationThe reaction mixuture is filtered
  5. additionthe filtrate is diluted with 100 ml of saturated aqueous sodium bicarbonate
  6. customthe acetone evaporated in vacuo
  7. additionThe aqueous phase is diluted with 100 ml H2O
  8. extractionextracted with two 100 ml portions of methylene chloride
  9. dry with materialThe combined organic extracts are dried with sodium sulfate
  10. filtrationfiltered
  11. concentrationconcentrated in vacuo
  12. dissolutionThe resulting preccipitate is dissolved in a small volume of methanol
  13. customThe solvent is evaporated in vacuo
  14. stirringthe residue stirred with 200 ml of diethyl ether
  15. customThe solid is collected
  16. customdried in air
  17. customrecrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-709605da193b4f08a93402894d2dc7f7
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04544670

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