Sodium Hydroxide → 4-Methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acid

HRID 45316

反応式

HRID 45316 の反応式
[C:1]([NH:9][C:10]1[S:11][C:12]([C:16]([O:18]CC)=[O:17])=[C:13]([CH3:15])[N:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[C:1]([NH:9][C:10]1[S:11][C:12]([C:16]([OH:18])=[O:17])=[C:13]([CH3:15])[N:14]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 14798Sodium HydroxideHCID 719362Ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate

生成物 1

HCID 822263324-Methyl-2-[(pyridine-4-carbonyl)amino]thiazole-5-carboxylic acid収率 89%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

A mixture of ethyl 2-(isonicotinamido)-4-methylthiazole-5-carboxylate (1.46 g, 5.0 mmol) and sodium hydroxide (0.40 g, 10.00 mmol) in methanol (100 mL) and water (25 mL) was stirred at ambient temperature overnight and then heated to reflux for 2 h. The mixture was concentrated and then neutralized with 5% hydrochloric acid solution to pH 5˜6. The precipitate obtained was collected by filtration and dried to give the title compound in 89% yield (1.17 g); 1H NMR (DMSO-d5, 300 MHz) δ 8.74 (d, J=6.0 Hz, 2H), 7.93 (d, J=6.0 Hz, 2H), 2.46 (s, 3H); MS (ES+) m/z 264.1 (M+1).

後処理

  1. temperatureheated
  2. temperatureto reflux for 2 h
  3. concentrationThe mixture was concentrated
  4. customThe precipitate obtained
  5. filtrationwas collected by filtration
  6. customdried

出典と根拠

ORDレコード
ord-b00f813201694d0c85e3131770ab7d6b
出典データセット
uspto-grants-2013_09
特許番号
US08541457B2

関連ノート

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