Sodium Carbonate → HCID 178522385、化合物

HRID 416627

反応式

HRID 416627 の反応式
[N+:1]([C:4]1[S:8][C:7]([C:9]([OH:11])=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[NH2:12][C:13]1[CH:14]=[N:15][CH:16]=[CH:17][C:18]=1[OH:19].C([O-])([O-])=O.[Na+].[Na+]>O=S(Cl)Cl.N1C=CC=CC=1.O>[OH:19][C:18]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[NH:12][C:9]([C:7]1[S:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)=[O:11]

参加物

7

反応物 3

HCID 10340Sodium CarbonateHCID 805915-Nitro-2-thenoic acidHCID 2333923-Amino-4-hydroxypyridine

生成物 1

HCID 178522385HCID 178522385、化合物収率 92%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 1049Pyridine溶媒HCID 24386Thionyl Chloride溶媒2 回

反応条件

温度
10 °C

実験手順

A mixture of 5-nitrothiophene-2-carboxylic acid (5.000 g, 28.9 mmol) in SOCl2 (40 mL) was refluxed for 2 h. The excess SOCl2 was evaporated in vacuo and 3-amino-4-hydroxypyridine (2.65 g, 24.1 mmol) in pyridine (150 mL) was added dropwise. The reaction mixture was stirred at 10° C. overnight. Na2CO3 (1.533 g, 14.5 mmol) in water (100 mL) was added and the resultant mixture was stirred for additional 1 h. The precipitate was collected by filtration, washed with 10% Na2CO3 (120 mL), and dried in vacuo to afford N-(4-hydroxypyridin-3-yl)-5-nitrothiophene-2-carboxamide as a yellow powder (5.87 g, yield: 92%).

後処理

  1. temperaturewas refluxed for 2 h
  2. additionwas added dropwise
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with 10% Na2CO3 (120 mL)
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-e044fa071b7b4ab199aa4381e027ee5a
出典データセット
uspto-grants-2012_01
特許番号
US08088928B2

関連ノート

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