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4-Chloro-3-nitrobenzenesulfonamide → HCID 22660807、化合物

HRID 392988
ノート
印刷プレビュー

反応式

HRID 392988 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH:15]1([NH2:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C>C(#N)C>[CH:15]1([NH:21][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 7965CyclohexylamineHCID 8471Triethylamine

生成物 1

HCID 22660807HCID 22660807、化合物収率 91.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 4-chloro-3-nitro-benzene sulfonamide (5.49 g, 23.2 mmol), cyclohexylamine (4.00 mL, 35.0 mmol), and triethylamine (5.0 mL, 35 mmol) in acetonitrile (75 mL) was refluxed overnight under nitrogen atmosphere. The reaction mixture was concentrated almost to dryness. The residue was diluted in ethyl acetate and washed with 1N hydrochloric acid (1×) and saturated NaHCO3 (1×). The organic layer was dried (MgSO4) and concentrated on a rotary evaporator. The residue was filtered and washed with hexane to give the product as a yellow solid (6.34 g, 91%). ESI-MS m/e 300.1 (M+1).

後処理

  1. concentrationThe reaction mixture was concentrated almost to dryness
  2. additionThe residue was diluted in ethyl acetate
  3. washwashed with 1N hydrochloric acid (1×) and saturated NaHCO3 (1×)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated on a rotary evaporator
  6. filtrationThe residue was filtered
  7. washwashed with hexane

出典と根拠

ORDレコード
ord-5bd9cdf0e1f144139a452e9d647772cc
出典データセット
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06803374B2

反応ノート

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