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

HRID 965126노트

반응식

HRID 965126 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7028070b73ce43888eeb677a847b450a
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05773459

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