Pyridine → Methyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoate

HRID 509301

反応式

HRID 509301 の反応式
[NH2:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][CH:4]=1.[N+:13]([C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[S:25](Cl)(=[O:27])=[O:26])([O-:15])=[O:14].N1C=CC=CC=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[N+:13]([C:16]1[CH:21]=[C:20]([N+:22]([O-:24])=[O:23])[CH:19]=[CH:18][C:17]=1[S:25]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:11][CH:12]=1)(=[O:27])=[O:26])([O-:15])=[O:14]

参加物

6

反応物 4

HCID 1049PyridineHCID 74255Benzenesulfonyl chloride, 2,4-dinitro-HCID 81531DiisopropylethylamineHCID 571728Methyl 4-(aminomethyl)benzoate

生成物 1

HCID 59627340Methyl 4-({[(2,4-dinitrophenyl)sulfonyl]amino}methyl)benzoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of methyl 4-(aminomethyl)benzoate (1.00 g, 4.96 mmol), 2,4-dinitrobenzenesulfonyl chloride (1.39 g, 5.21 mmol), DCM (16.5 mL) and pyridine (481 uL, 5.95 mmol) was treated with Hunig's base (2.17 mL, 12.4 mmol) and stirred for 2 h. The reaction was concentrated, taken into EtOAc and washed with 2M aq. HCl 2×, water, brine, dried (MgSO4) and concentrated to afford a brown oil used crude in the next reaction. MS: cal'd 396 (MH+), exp 396 (MH+).

後処理

  1. concentrationThe reaction was concentrated
  2. washwashed with 2M aq. HCl 2×, water, brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customto afford a brown oil
  6. customin the next reaction

出典と根拠

ORDレコード
ord-c51058b5efbe4791bd741bd3340c8f17
出典データセット
uspto-grants-2015_08
特許番号
US09096559B2

関連ノート

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