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Benzenesulfonyl chloride → N-(4-[2-Methyl-2-aminopropyl]phenyl)benzenesulfonamide

HRID 2119817
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HRID 2119817 반응식
Cl.[NH2:2][C:3]([CH3:13])([CH3:12])[CH2:4][C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[CH3:12][C:3]([NH2:2])([CH3:13])[CH2:4][C:5]1[CH:11]=[CH:10][C:8]([NH:9][S:20]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:22])=[O:21])=[CH:7][CH:6]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7369Benzenesulfonyl chlorideHCID 221477544-(2-Amino-2-methylpropyl)aniline hydrochloride salt

생성물 1

HCID 22147701N-(4-[2-Methyl-2-aminopropyl]phenyl)benzenesulfonamide수율 38%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-(2-amino-2-methylpropyl)aniline hydrochloride salt (1.0 g, 4.98 mmol) in anhydrous DMF (30 mL) was treated with benzenesulfonyl chloride (880 mg, 4.98 mmol). The solution was stirred at ambient temperature for 16 h. The solvent was removed under reduced pressure and the residue was washed twice with hexane. The insoluble material was dissolved in water and extracted twice with ethyl ether to remove any remaining neutral impurities. The aqueous layer was separated and basified with excess 1N sodium hydroxide. Upon standing, a crystalline solid soon precipitated. The solid was collected, and dried under vacuum at 60° C. to provide 570 mg (38%) of the desired product as a white crystalline solid. Mp 180-181° C.

후처리

  1. customThe solvent was removed under reduced pressure
  2. washthe residue was washed twice with hexane
  3. dissolutionThe insoluble material was dissolved in water
  4. extractionextracted twice with ethyl ether
  5. customto remove any remaining neutral impurities
  6. customThe aqueous layer was separated
  7. customa crystalline solid soon precipitated
  8. customThe solid was collected
  9. customdried under vacuum at 60° C.

출처 및 근거

ORD 기록
ord-802668ec5b2b4242b31f56dba85dcc12
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06686372B2

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