Sodium Hydroxide → 4-Mercapto-thiazole-5-carboxylic acid methyl ester

HRID 925270노트

반응식

HRID 925270 반응식
[OH-].[Na+].[CH3:3][O:4][C:5]([C:7]1[S:11][CH:10]=[N:9][C:8]=1[S:12]CCC(OC)=O)=[O:6]>CO>[CH3:3][O:4][C:5]([C:7]1[S:11][CH:10]=[N:9][C:8]=1[SH:12])=[O:6]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 867201684-(2-Methoxycarbonyl-ethylsulfanyl)-thiazole-5-carboxylic acid methyl ester

생성물 1

HCID 867201674-Mercapto-thiazole-5-carboxylic acid methyl ester수율 64.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
75 °C

실험 절차

Sodium hydroxide (0.29 g, 7.27 mmol) is added to a solution of 4-(2-methoxycarbonyl-ethylsulfanyl)-thiazole-5-carboxylic acid methyl ester (2.0 g, 7.27 mmol) in MeOH (30 ml). The mixture is refluxed at 70-80° C. for 1 h and then concentrated in vacuo. The residue is dissolved in EtOAc/water (1:1) (80 ml) and the pH is adjusted to 2 with 2M hydrochloric acid. The organic layer is dried over sodium sulfate and concentrated yielding 4-mercapto-thiazole-5-carboxylic acid methyl ester (0.82 g, 4.67 mmol, 46%).

후처리

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue is dissolved in EtOAc/water (1:1) (80 ml)
  3. dry with materialThe organic layer is dried over sodium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-b642bab2698640be942e421b330687bb
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09284286B2

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