Lithium Hydroxide → 4-Amino-2-(methylthio)pyrimidine-5-carboxylic acid

HRID 1371670

反応式

HRID 1371670 の反応式
C([O:3][C:4]([C:6]1[C:7]([NH2:14])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=1)=[O:5])C.[OH-].[Li+]>C(O)C.O>[NH2:14][C:7]1[C:6]([C:4]([OH:5])=[O:3])=[CH:11][N:10]=[C:9]([S:12][CH3:13])[N:8]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 2226665-Pyrimidinecarboxylic acid, 4-amino-2-(methylthio)-, ethyl ester

生成物 1

HCID 221347384-Amino-2-(methylthio)pyrimidine-5-carboxylic acid収率 98.9%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

To a stirred solution of 4-amino-2-methylsulfanyl-pyrimidine-5-carboxylic acid ethyl ester (24.0 g, 112.5 mmol, Salor) in ethanol (400 mL) and water (200 mL) was added lithium hydroxide (9.536 g, 225.0 mmol). The suspension was stirred at room temperature for 3 hours during which all the solids went into solution. The ethanol was removed in vacuo and additional water was added to make a total volume of 300 mL. The resulting solution was washed with 2×100 mL of ether which was discarded. To the aqueous solution was added concentrated hydrochloric acid (20 mL) to bring the pH of the aqueous solution to about pH 3 during which the desired product precipitated out. The product was filtered, washed with 25 mL of water, suction dried and then dried in a vacuum oven at 50° C. to give 20.6 g (98.8%) of the product as a white solid.

後処理

  1. customThe ethanol was removed in vacuo and additional water
  2. additionwas added
  3. washThe resulting solution was washed with 2×100 mL of ether which
  4. additionTo the aqueous solution was added concentrated hydrochloric acid (20 mL)
  5. customprecipitated out
  6. filtrationThe product was filtered
  7. washwashed with 25 mL of water, suction
  8. customdried
  9. customdried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-0c55973aea994c0984281777f8e9fda5
出典データセット
uspto-grants-2007_01
特許番号
US07157455B2

関連ノート

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