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4-Methoxy-2-nitroaniline → 2-(4-(4-Methoxy-2-nitrophenylaminosulfonyl)phenoxy)acetamide

HRID 1593262
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HRID 1593262 반응식
Cl[S:2]([C:5]1[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([NH2:13])=[O:12])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:16][O:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[C:20]([N+:25]([O-:27])=[O:26])[CH:19]=1>N1C=CC=CC=1>[CH3:16][O:17][C:18]1[CH:24]=[CH:23][C:21]([NH:22][S:2]([C:5]2[CH:15]=[CH:14][C:8]([O:9][CH2:10][C:11]([NH2:13])=[O:12])=[CH:7][CH:6]=2)(=[O:4])=[O:3])=[C:20]([N+:25]([O-:27])=[O:26])[CH:19]=1
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참가 물질

4

반응물 2

HCID 667934-Methoxy-2-nitroanilineHCID 116444964-(2-Amino-2-oxoethoxy)benzenesulfonyl chloride

생성물 1

HCID 117178662-(4-(4-Methoxy-2-nitrophenylaminosulfonyl)phenoxy)acetamide수율 68%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Solid 2-[4-(chlorosulfonyl)phenoxy]acetamide (Intermediate A91, 65.87 g, 0.264 mol) was added to a solution of 4-methoxy-2-nitroaniline (27.72 g, 0.165 mol) in pyridine (500 mL) at room temperature under argon. The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure. To the residue was added 0.5 M hydrochloric acid (1000 mL) and stirred for 30 min. The orange solid was collected and recrystallized from acetone to give 42.8 g (68%) of the title compound, nitro sulfonamide as yellow crystals.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added 0.5 M hydrochloric acid (1000 mL)
  3. stirringstirred for 30 min
  4. customThe orange solid was collected
  5. customrecrystallized from acetone

출처 및 근거

ORD 기록
ord-2c5c5e722d2d4a8a989ae8a9272059c2
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07294716B2

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