Water → 5-chloro-3-[3-(5-methyl-1,2,4-oxadiazol-3-yl)benzyl]-3H-benzothiazol-2-one

HRID 330807ノート

反応式

HRID 330807 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[NH:7][C:6]=2[CH:11]=1.Br[CH2:13][C:14]1[CH:15]=[C:16]([C:20]2[N:24]=[C:23]([CH3:25])[O:22][N:21]=2)[CH:17]=[CH:18][CH:19]=1.C(=O)([O-])[O-].[K+].[K+].O>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([C:20]4[N:24]=[C:23]([CH3:25])[O:22][N:21]=4)[CH:15]=3)[C:6]=2[CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 6038292(3H)-Benzothiazolone, 5-chloro-HCID 70605483-(3-(Bromomethyl)phenyl)-5-methyl-1,2,4-oxadiazole

生成物 1

HCID 468467275-chloro-3-[3-(5-methyl-1,2,4-oxadiazol-3-yl)benzyl]-3H-benzothiazol-2-one

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

A suspension of 100 mg (0.54 mmol) of 5-chloro-3H-benzothiazol-2-one, 153 mg (0.59 mmol) of 3-(3-bromomethylphenyl)-5-methyl-1,2,4-oxadiazole and 303 mg (2.16 mmol) of potassium carbonate in 20 ml of acetonitrile are stirred at 80° C. for 1 h. 30 ml of water are added to the reaction mixture, which is then extracted with MTBE, dried and evaporated to dryness. The crude product is purified by column chromatography on silica gel and stirred with ether, giving “A12”: ESI: 358 (M+H); Rt.=3.25 min (method A);

後処理

  1. extractionis then extracted with MTBE
  2. customdried
  3. customevaporated to dryness
  4. customThe crude product is purified by column chromatography on silica gel
  5. stirringstirred with ether
  6. customgiving “A12”
  7. custom=3.25 min (method A)

出典と根拠

ORDレコード
ord-f09265ae30754b2eadccc6f75fc240fa
出典データセット
uspto-grants-2014_11
特許番号
US08877751B2

反応ノート

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