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

HRID 45316

반응식

HRID 45316 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-b00f813201694d0c85e3131770ab7d6b
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541457B2

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