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Butylamine → 2,6-Dichlorobenzoic acid

HRID 1602777
ノート
印刷プレビュー

反応式

HRID 1602777 の反応式
ClS([C:5]1[C:6]([Cl:15])=[C:7]([C:11]([Cl:14])=[CH:12][CH:13]=1)[C:8]([OH:10])=[O:9])(=O)=O.C([O-])([O-])=O.[K+].[K+].C(N)CCC>C1(C)C=CC=CC=1.Cl>[Cl:14][C:11]1[CH:12]=[CH:13][CH:5]=[C:6]([Cl:15])[C:7]=1[C:8]([OH:10])=[O:9]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8007ButylamineHCID 11430Potassium CarbonateHCID 35382162,6-Dichloro-3-(chlorosulfonyl)benzoic acid

生成物 1

HCID 57582,6-Dichlorobenzoic acid

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 1140Toluene溶媒

反応条件

温度
25 °C

実験手順

Part B: 3-(Chlorosulfonyl)-2,6-dichlorobenzoic acid (1.5 g; 5.2 mmol) was dissolved in anhydrous toluene (35 ml) to which was added powdered K2CO3 (1.44 g: 10.4 mmol) and n-butylamine (1.0 ml, 10.4 mmol). The reaction mixture was stirred at 25° C. for 12 hours. The solution was diluted slowly with 1 M ethereal HCl (20 ml) and was then stirred for 30 minutes. The solution was filtered and the resulting filtrate was evaporated to dryness to give crude product. Further purification of the material by silica gel chromatography using EtOAc as the eluent provided 3-N-butylsulfonamidoyl)-2,6-dichlorobenzoic acid (Formula 3) (1.43 g, 85%. 1H NMR (DMSO) d 8.11 (t, 1H), 7.98 and 7.71 (doublets, 1H each), 2.75 (m, 2H), 1.55 (m, 2H), 1.32 (m 2H), 0.87 (t, 3H)

後処理

  1. stirringwas then stirred for 30 minutes
  2. filtrationThe solution was filtered
  3. customthe resulting filtrate was evaporated to dryness
  4. customto give crude product
  5. customFurther purification of the material by silica gel chromatography

出典と根拠

ORDレコード
ord-e6357cf367944029b7e2254e2f3077e7
出典データセット
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05985838

反応ノート

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