Benzoic acid, 2-chloro-5-(chlorosulfonyl)- → h-NTPDase8-IN-1

HRID 59301

反応式

HRID 59301 の反応式
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH:15]1([NH2:18])[CH2:17][CH2:16]1>C(Cl)Cl>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](=[O:13])(=[O:12])[NH:18][CH:15]2[CH2:17][CH2:16]2)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-HCID 69828Cyclopropylamine

生成物 1

HCID 16768315h-NTPDase8-IN-1収率 69.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-chloro-5-(chlorosulfonyl)benzoic acid (4.0 g, 15.68 mmol) in DCM (60 mL) was added cyclopropyl amine (1.8 g, 31.57 mmol) and the reaction mixture was stirred at RT for 16 h. The reaction mass was concentrated and the residue was diluted with ice cold water and acidified with dilute HCl. The crude solid was filtered off, washed with water and dried to afford 3.0 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 0.37 (s, 2H), 0.49 (d, J=5.4 Hz, 2H), 2.12-2.13 (m, 1H), 7.82 (d, J=8.4 Hz, 1H), 7.91 (d, J=8.4 Hz, 1H), 8.13 (s, 1H), 8.18 (s, 1H), 13.92 (br s, 1H).

後処理

  1. concentrationThe reaction mass was concentrated
  2. additionthe residue was diluted with ice cold water
  3. filtrationThe crude solid was filtered off
  4. washwashed with water
  5. customdried

出典と根拠

ORDレコード
ord-57f2ee6e028a4bac873e0a391adb8b2d
出典データセット
uspto-grants-2016_09
特許番号
US09439890B2

関連ノート

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