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Dimethylsulphamoyl chloride → N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide

HRID 524378
ノート
印刷プレビュー

反応式

HRID 524378 の反応式
[N:1]1([C:7]2[CH:8]=[N:9][C:10]3[C:15]([N:16]=2)=[CH:14][C:13]([C:17]2[CH:22]=[CH:21][C:20]([NH2:23])=[CH:19][CH:18]=2)=[CH:12][CH:11]=3)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:24][N:25]([CH3:30])[S:26](Cl)(=[O:28])=[O:27]>N1C=CC=CC=1>[CH3:24][N:25]([CH3:30])[S:26](=[O:28])(=[O:27])[NH:23][C:20]1[CH:21]=[CH:22][C:17]([C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[N:9]=[CH:8][C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[N:16]3)=[CH:18][CH:19]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 83372Dimethylsulphamoyl chlorideHCID 670349784-(3-Morpholin-4-yl-quinoxalin-6-yl)-phenylamine

生成物 1

HCID 67035357N,N-dimethyl-N'-{4-[3-(morpholin-4-yl)quinoxalin-6-yl]phenyl}sulfuric diamide収率 52.6%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

実験手順

A mixture of 4-(3-morpholin-4-yl-quinoxalin-6-yl)-phenylamine [intermediate example 4.1] (100 mg) and pyridine (0.5 mL) was treated with a solution of dimethylsulfamyl chloride (75 mg, 0.65 mmol) in pyridine (0.6 mL) and stirred at room temperature overnight. The reaction was partitioned between dichloromethane and water, the phases separated and the organic layer concentrated in vacuo. The residue was purified by preparative reverse phase HPLC to give the title compound (71 mg). 1H-NMR (300 MHz, d6-DMSO) δ=10.06 (1H, br s), 8.76 (1H, s), 7.84 (1H, d), 7.66-7.79 (4H, m)), 7.27 (2H, d), 3.72 (8H, s), 2.70 (6H, s).

後処理

  1. customThe reaction was partitioned between dichloromethane and water
  2. customthe phases separated
  3. concentrationthe organic layer concentrated in vacuo
  4. customThe residue was purified by preparative reverse phase HPLC

出典と根拠

ORDレコード
ord-6eb27508d5784ec98f66b9a00db5d108
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09340528B2

反応ノート

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