1-Tert-butyl-4-isocyanatobenzene → N-[3-chloro-4-(isopropylsulfonyl)thien-2-yl]-N'-(4-t-butyl-phenyl)urea

HRID 965126ノート

反応式

HRID 965126 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])[C:6]=1[Cl:7].[C:14]([C:18]1[CH:23]=[CH:22][C:21]([N:24]=[C:25]=[O:26])=[CH:20][CH:19]=1)([CH3:17])([CH3:16])[CH3:15]>N1C=CC=CC=1>[Cl:7][C:6]1[C:5]([S:8]([CH:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][S:3][C:2]=1[NH:1][C:25]([NH:24][C:21]1[CH:22]=[CH:23][C:18]([C:14]([CH3:17])([CH3:16])[CH3:15])=[CH:19][CH:20]=1)=[O:26]

参加物

4

反応物 2

HCID 27356951-Tert-butyl-4-isocyanatobenzeneHCID 190755712-Amino-3-chloro-4-isopropylsulfonylthiophene

生成物 1

HCID 19075580N-[3-chloro-4-(isopropylsulfonyl)thien-2-yl]-N'-(4-t-butyl-phenyl)urea収率 35.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

2-Amino-3-chloro-4-isopropylsulfonylthiophene (260 mg) was stirred for 4 hours with 4-t-butylphenylisocyanate (119 mg) in 1 mL of pyridine at 60 ∞C. The pyridine was evaporated to dryness and the residue taken up in a mixture of ethyl acetate and 1N hydrochloric acid. The ethyl acetate layer was washed with water, saturated sodium bicarbonate and brine, and dried over anhydrous magnesium sulfate. Concentration and crystallization of the residue from ethanol and water gave 100 mg of N-[3-chloro-4-(isopropylsulfonyl)thien-2-yl]-N'-(4-t-butyl-phenyl)urea, an off-white solid.

後処理

  1. customThe pyridine was evaporated to dryness
  2. additionthe residue taken up in a mixture of ethyl acetate and 1N hydrochloric acid
  3. washThe ethyl acetate layer was washed with water, saturated sodium bicarbonate and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationConcentration and crystallization of the residue from ethanol and water

出典と根拠

ORDレコード
ord-7028070b73ce43888eeb677a847b450a
出典データセット
uspto-grants-1998_06
特許番号
US05773459

反応ノート

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