Benzoic acid, 3-(chlorosulfonyl)- → 3-{[[(3-Bromophenyl)methyl](methyl)amino]sulfonyl}benzoic acid

HRID 564567

反応式

HRID 564567 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][NH:9][CH3:10])[CH:5]=[CH:6][CH:7]=1.Cl[S:12]([C:15]1[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=1)[C:18]([OH:20])=[O:19])(=[O:14])=[O:13]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][N:9]([CH3:10])[S:12]([C:15]2[CH:16]=[C:17]([CH:21]=[CH:22][CH:23]=2)[C:18]([OH:20])=[O:19])(=[O:14])=[O:13])[CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 77641Benzoic acid, 3-(chlorosulfonyl)-HCID 457588Benzenemethanamine, 3-bromo-N-methyl-

生成物 1

HCID 578132513-{[[(3-Bromophenyl)methyl](methyl)amino]sulfonyl}benzoic acid収率 78.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

1-(3-Bromophenyl)-N-methylmethanamine (0.100 g, 0.5 mmol) in DCM (5 mL) was added TEA (0.139 mL, 1.000 mmol) and 3-(chlorosulfonyl)benzoic acid (0.110 g, 0.500 mmol). The resulting mixture was stirred at room temperature for 0.5 h. The reaction was quenched with HCl (1 N), concentrated and redissolved in EtOAc (10 mL) which was washed with H2O (2×3 mL), brine (3 mL), then dried with Na2SO4. It was then filtered and concentrated to afford the title compound (0.1505 g, 78%). LC-MS m/z 384 (M+H)+.

後処理

  1. customThe reaction was quenched with HCl (1 N)
  2. concentrationconcentrated
  3. dissolutionredissolved in EtOAc (10 mL) which
  4. washwas washed with H2O (2×3 mL), brine (3 mL)
  5. dry with materialdried with Na2SO4
  6. filtrationIt was then filtered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-caa4573a80e24f40a34fe6341b29b0f6
出典データセット
uspto-grants-2011_11
特許番号
US08067408B2

関連ノート

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