Triethylamine → N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide

HRID 3078

反応式

HRID 3078 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 18934430N-(p-isobutyloxycarbonylaminophenylsulfonyl)methacrylamide収率 58.8%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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 The resulting crystal was then withdrawn by filtration.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.).

後処理

  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 customThe resulting crystal was then withdrawn by filtration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

出典と根拠

ORDレコード
ord-7f1fb53c79494e0b8520d17b81fa2775
出典データセット
uspto-grants-1998_03
特許番号
US05733707

関連ノート

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