Tetrahydrofuran → 2-Amino-4-methyl-thiazole-5-carboxylic acid

HRID 560557

반응식

HRID 560557 반응식
[NH2:1][C:2]1[S:3][C:4]([C:8]([O:10]CC)=[O:9])=[C:5]([CH3:7])[N:6]=1.[OH-].[Na+].O1CCCC1>O>[NH2:1][C:2]1[S:3][C:4]([C:8]([OH:10])=[O:9])=[C:5]([CH3:7])[N:6]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 343747Ethyl 2-amino-4-methylthiazole-5-carboxylate

생성물 1

HCID 8322432-Amino-4-methyl-thiazole-5-carboxylic acid수율 94%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of ethyl 2-amino-4-methylthiazole-5-carboxylate (6.58 g, 35.00 mmol) and sodium hydroxide (5.40 g, 135.00 mmol) in the mixture of tetrahydrofuran (60 mL) and water (30 mL) was heated at reflux for 18 hours. The tetrahydrofuran was removed in vacuo, and the aqueous solution was neutralized with 5% HCl solution to pH 5-6. The precipitated solid was collected by filtration, washed with water and dried to afford 2-amino-4-methylthiazole-5-carboxylic acid as a white solid in 94% yield (5.20 g): 1H NMR (300 MHz, DMSO-d4) δ 7.63 (s, 2H), 2.30 (s, 3H): MS (ES+) m/z 159.1 (M+1).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 18 hours
  3. customThe tetrahydrofuran was removed in vacuo
  4. filtrationThe precipitated solid was collected by filtration
  5. washwashed with water
  6. customdried

출처 및 근거

ORD 기록
ord-bce082bfe53c426fa638240187eb83ff
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063084B2

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