o-Toluenesulfonyl chloride, 5-nitro- → 2-Methyl-5-nitrobenzene-1-sulfonamide

HRID 277584

反応式

HRID 277584 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11](Cl)(=[O:13])=[O:12].[OH-].[NH4+:16]>C(OCC)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[S:11]([NH2:16])(=[O:13])=[O:12]

参加物

4

反応物 2

HCID 8457o-Toluenesulfonyl chloride, 5-nitro-HCID 14923Ammonium Hydroxide

生成物 1

HCID 2342822-Methyl-5-nitrobenzene-1-sulfonamide収率 38%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

反応条件

温度
0 °C

実験手順

In a round bottom flask under nitrogen was placed commercially available 2-methyl-5-nitrobenzene sulphonyl chloride (2.36 g, 10.0 mmol) and 75 L dry ethyl ether was added. The solution was cooled to 0° C. and concentrated ammonium hydroxide (10 mL) was added. After stirring overnight, the mixture was filtered and then diluted with dichloromethane (150 mL). The organic layer was separated and dried over MgSO4. The solution was then concentrated to afford 820 mg of the title compound as a white solid (38%): 1HNMR (DMSO-d6) δ8.61 (d, J=2.5 Hz, 1H), 8.35 (dd, J=8 Hz, 2.5 Hz, 1H), 7.79 (br s, 2H), 7.70 (d, J=8 Hz, 1H), 2.71 (s, 3H).

後処理

  1. customIn a round bottom flask under nitrogen was placed commercially available
  2. filtrationthe mixture was filtered
  3. additiondiluted with dichloromethane (150 mL)
  4. customThe organic layer was separated
  5. dry with materialdried over MgSO4
  6. concentrationThe solution was then concentrated

出典と根拠

ORDレコード
ord-67f09f193ae047fe86dd166c0ea4709f
出典データセット
uspto-grants-2002_03
特許番号
US06355633B1

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