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Sodium Hydroxide → HCID 178524772、化合物

HRID 1815885
ノート
印刷プレビュー

反応式

HRID 1815885 の反応式
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([C:10](=[O:19])[NH:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7]([OH:20])=[N:6][CH:5]=1.[OH-].[Na+]>CO>[CH2:12]([NH:11][C:10]([C:8]1[C:7]([OH:20])=[N:6][CH:5]=[C:4]([CH:9]=1)[C:3]([OH:21])=[O:2])=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 178498849HCID 178498849、化合物

生成物 1

HCID 178524772HCID 178524772、化合物収率 85%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

To a suspension of 5-Benzylcarbamoyl-6-hydroxy-nicotinic acid methyl ester in methanol (20 ml) was added 5.2 ml (5.2 mmol) 1N NaOH. The mixture was heated to 50° C. and stirred overnight. Additional 1N NaOH was added (8.0 ml, 8.0 mmol). The mixture was heated to reflux for 6 hours. The mixture was allowed to cool and was stirred overnight. Methanol was removed by concentrating at reduced pressure. The resulting residue was dissolved in H2O and extracted with diethyl ether. The aqueous layer was acidified with 1M HCl and filtered. The solid product was washed with water and dried at reduced pressure overnight at 55° C. 1.2 g (85% yield). MS: m/z (APCI, AP+) 373.0 [M.]+. CHN Analysis: Calcd: C, 61.76; H, 4.44; N, 10.29. Found: C, 61.41; H, 4.42; N, 9.98.

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 6 hours
  3. temperatureto cool
  4. stirringwas stirred overnight
  5. customMethanol was removed
  6. concentrationby concentrating at reduced pressure
  7. dissolutionThe resulting residue was dissolved in H2O
  8. extractionextracted with diethyl ether
  9. filtrationfiltered
  10. washThe solid product was washed with water
  11. customdried at reduced pressure overnight at 55° C

出典と根拠

ORDレコード
ord-f788f7685f7243588d1812b7506bda4c
出典データセット
uspto-grants-2005_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06881743B2

反応ノート

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