Acetic Acid → N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

HRID 514703ノート

反応式

HRID 514703 の反応式
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH:5]=1)([O-])=O.O.C(Cl)Cl.[C:21](O)(=[O:23])[CH3:22]>[Fe]>[CH3:15][CH:14]([S:11]([CH2:10][C:6]1[CH:5]=[C:4]([NH:1][C:21](=[O:23])[CH3:22])[CH:9]=[CH:8][CH:7]=1)(=[O:13])=[O:12])[CH3:16]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 6344DichloromethaneHCID 225020781-Nitro-3-[(propan-2-ylsulfonyl)methyl]benzene

生成物 1

HCID 70976422N-{3-[(Propan-2-ylsulfonyl)methyl]phenyl}acetamide

試薬・触媒・溶媒 1

HCID 23925Iron触媒

反応条件

温度
110 °C

実験手順

A suspension of crude 1-nitro-3-[(propan-2-ylsulfonyl)methyl]benzene (5.0 g) in acetic acid (58 mL) was treated with iron powder (4.7 g), heated for 22 hours at 110° C. bath temperature and cooled to room temperature. Then water (250 mL) and DCM (250 mL) were added, stirred, filtered, dried with sodium sulfate, filtered and concentrated. An analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg). Lit.: [Grohmann and Hathaway, Molbank 2006, M502].

後処理

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customAn analytical sample (200 mg) of the crude title compound (5.6 g) was recrystallized from diethyl ether/ethanol (121 mg)

出典と根拠

ORDレコード
ord-03d11b2771e24f149965ad6422d46e22
出典データセット
uspto-grants-2015_08
特許番号
US09108926B2

反応ノート

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