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

HRID 560557

反応式

HRID 560557 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 8322432-Amino-4-methyl-thiazole-5-carboxylic acid収率 94%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-bce082bfe53c426fa638240187eb83ff
出典データセット
uspto-grants-2011_11
特許番号
US08063084B2

関連ノート

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