Methanol → N-1-butylsulfonyl-4-acetylamino-3-aminobenzamide

HRID 1699641

反応式

HRID 1699641 の反応式
[CH2:1]([S:5]([NH:8][C:9](=[O:23])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[C:12]([N+:20]([O-])=O)[CH:11]=1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].CO.C(=O)(O)[O-].[K+]>[Pd].O>[CH2:1]([S:5]([NH:8][C:9](=[O:23])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:19])[CH3:18])=[C:12]([NH2:20])[CH:11]=1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4]

参加物

6

反応物 3

HCID 887MethanolHCID 516893Potassium BicarbonateHCID 18680978N-(1-butanesulfonyl)-4-acetylamino-3-nitrobenzamide

生成物 1

HCID 18681187N-1-butylsulfonyl-4-acetylamino-3-aminobenzamide収率 68.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 962Water溶媒

実験手順

N-(1-butanesulfonyl)-4-acetylamino-3-nitrobenzamide (10.75 g) is dissolved with methanol (200 ml) and water (30 ml), and potassium bicarbonate (7.59 g) is added. The solution is hydrogenated with a 5% palladium/carbon (2.53 g) catalyst under a hydrogen environment for 24 hours at 40° C. The solids are separated through filtration, the residue, which is obtained by concentrating the filtrate, is purified using silica gel column chromatography (eluate: ethyl acetate/methanol=4/1), and 6.72 g of N-1-butylsulfonyl-4-acetylamino-3-aminobenzamide is obtained. 1H-NMR (DMSO-d6, δ): 0.86 (3H, t, J=7.3 Hz), 1.33-1.43 (2H, m), 1.59-1.67 (2H, m), 2.07 (3H, s), 3.37-3.43 (2H, t), 5.12 (2H, br s), 7.13 (1H, dd, J=8.2 and 2.0 Hz), 7.28 (1H, d, J=1.9 Hz), 7.40 (1H, d, J=8.3 Hz), 9.09 (1H, s).

後処理

  1. additionis added
  2. customfor 24 hours
  3. customat 40° C
  4. customThe solids are separated through filtration
  5. customthe residue, which is obtained
  6. concentrationby concentrating the filtrate
  7. customis purified

出典と根拠

ORDレコード
ord-2707e77c17f245619c113c215173249b
出典データセット
uspto-grants-2002_02
特許番号
US06348032B1

関連ノート

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