Triethylamine → N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide

HRID 3078

반응식

HRID 3078 반응식
[CH2:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([NH2:18])(=[O:17])=[O:16])=[CH:11][CH:10]=1)=[O:7])[CH:2]([CH3:4])[CH3:3].C(N(CC)CC)C.CN(C)C(=O)C.[C:32](Cl)(=[O:36])[C:33]([CH3:35])=[CH2:34]>O>[CH2:1]([O:5][C:6]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([NH:18][C:32](=[O:36])[C:33]([CH3:35])=[CH2:34])(=[O:16])=[O:17])=[CH:11][CH:10]=1)=[O:7])[CH:2]([CH3:4])[CH3:3]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 31374DimethylacetamideHCID 18934427p-Isobutyloxycarbonylaminophenyl sulfonamide

생성물 1

HCID 18934430N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide수율 58.8%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of 54.4 g of p-isobutyloxycarbonylaminophenyl sulfonamide, 40 g of triethylamine, 2 g of N,N-dimethylaminopyridine and 150 ml of N,N-dimethylacetamide was then added dropwise 22.8 g of methacrylic chloride under cooling with ice. After the completion of the dropwise addition, the reaction mixture was stirred for 2 hours. The reaction product was then poured into water. The resulting crystal was then withdrawn by filtration. The crystal was then recrystallized from a 3/7 (by volume) mixture of toluene and ethyl acetate to obtain 40 g of N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide in the form of white crystal (m.p. 194°-196° C.).

후처리

  1. temperatureunder cooling with ice
  2. additionAfter the completion of the dropwise addition
  3. customThe resulting crystal was then withdrawn by filtration
  4. customThe crystal was then recrystallized from a 3/7 (by volume) mixture of toluene and ethyl acetate

출처 및 근거

ORD 기록
ord-7f1fb53c79494e0b8520d17b81fa2775
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733707

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