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

HRID 1435249

반응식

HRID 1435249 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-a38a4aea87734bea9d4a3d14018c413d
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07615634B2

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