Carbon Dioxide → HCID 59216310、化合物

HRID 607578ノート

反応式

HRID 607578 の反応式
[C-:1]#[N:2].[K+].C(O)CO.O.C(=O)=O.[S:12]1[C:16]2[CH:17]=[C:18]([CH2:21]O)[CH:19]=[CH:20][C:15]=2[N:14]=[CH:13]1>O.CN(C=O)C>[S:12]1[C:16]2[CH:17]=[C:18]([CH2:21][C:1]#[N:2])[CH:19]=[CH:20][C:15]=2[N:14]=[CH:13]1

参加物

7

反応物 4

HCID 280Carbon DioxideHCID 9032Potassium CyanideHCID 178603856-(Hydroxymethyl)benzothiazoleHCID 20437942Ethylene glycol water

生成物 1

HCID 59216310HCID 59216310、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

A solution of potassium cyanide (0.68 g, 0.010 mol) in water (3.0 mL) was added under nitrogen to a cooled (with an ethylene glycol/water (4/1)/dry ice bath) solution of 1,3-benzothiazol-6-ylmethanol in DMF (30 mL). The reaction mixture was warmed to 0° C., and stirred for 30 min. Water was added and the reaction mixture was extracted with DCM. The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was flash chromatographed on a silica gel column with ethyl acetate in hexane from 10-30% to afford the desired product (1.07 g). Analytical LCMS: (M+H)+=175.2.

後処理

  1. extractionthe reaction mixture was extracted with DCM
  2. washThe organic layer was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customchromatographed on a silica gel column with ethyl acetate in hexane from 10-30%

出典と根拠

ORDレコード
ord-24a54df5c89f489abbbf635b3c8c34fa
出典データセット
uspto-grants-2011_03
特許番号
US07915408B2

反応ノート

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