Acetic Acid → 2-(2,4-Dimethylphenoxy)-N,N-dipropyl-1,3-benzothiazol-7-amine

HRID 2235505ノート

反応式

HRID 2235505 の反応式
[CH3:1][C:2]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([NH2:14])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1.[CH:20](=O)[CH2:21][CH3:22].C(O[BH-](O[C:34](=O)[CH3:35])OC(=O)C)(=O)C.[Na+].[CH3:38]C(O)=O>ClCCl>[CH3:1][C:2]1[CH:18]=[C:17]([CH3:19])[CH:16]=[CH:15][C:3]=1[O:4][C:5]1[S:6][C:7]2[C:13]([N:14]([CH2:38][CH2:34][CH3:35])[CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=[CH:10][C:8]=2[N:9]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 527PropanalHCID 5049666Sodium triacetoxyborohydrideHCID 685813992-(2,4-Dimethylphenoxy)-1,3-benzothiazol-7-amine

生成物 1

HCID 588965172-(2,4-Dimethylphenoxy)-N,N-dipropyl-1,3-benzothiazol-7-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-(2,4-dimethylphenoxy)-1,3-benzothiazol-7-amine (54 mg, 0.200 mmol) in dichloromethane (DCM) (3 ml) was added propionaldehyde (0.058 ml, 0.799 mmol) followed after 30 min by sodium triacetoxyborohydride (169 mg, 0.799 mmol) and AcOH (0.023 ml). The mixture was stirred at room temperature for 15 h. The reaction was quenched with saturated NaHCO3 solution. The aqueous solution was extracted with dichloromethane. The extract was washed with brine, dried over magnesium sulfate and concentrated under vacuum. The residue was purified by chromatography eluting with 2% AcOEt in n-hexane to afford 57 mg of the title compound.

後処理

  1. customThe reaction was quenched with saturated NaHCO3 solution
  2. extractionThe aqueous solution was extracted with dichloromethane
  3. washThe extract was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe residue was purified by chromatography
  7. washeluting with 2% AcOEt in n-hexane

出典と根拠

ORDレコード
ord-d4d6b3e406354c2985ab0c5b6bf67c0b
出典データセット
uspto-grants-2010_05
特許番号
US07714009B2

反応ノート

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