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Potassium Hydroxide → {2-[(Methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetic acid

HRID 127114
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HRID 127114 반응식
[CH3:1][NH:2][C:3](=[O:16])[NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][C:11]([O:13]CC)=[O:12])[N:9]=1.[OH-].[K+]>CO.O>[CH3:1][NH:2][C:3](=[O:16])[NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][C:11]([OH:13])=[O:12])[N:9]=1
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참가 물질

5

반응물 2

HCID 14797Potassium HydroxideHCID 20288637Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate

생성물 1

HCID 20288645{2-[(Methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetic acid수율 85.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of ethyl 2-(3-methylureido)thiazol-4-ylacetate (12.8 g.) in a mixture of methanol (240 ml.) and water (240 ml.) was dropwise added 1 N potassium hydroxide aqueous solution (52.7 ml.) with stirring at room temperature, and the solution was stirred for overnight at the same temperature, and then methanol was distilled off therefrom under reduced pressure. The remaining aqueous layer was washed with ethyl acetate, and then 1 N hydrochloric acid (52.7 ml.) was added thereto under ice-cooling. The precipitated crystals were collected by filtration, washed with water and then dried to give colorless crystals of 2-(3-methylureido)thiazol-4-ylacetic acid (9.7 g.), mp 190° C. (dec.).

후처리

  1. stirringthe solution was stirred for overnight at the same temperature
  2. distillationmethanol was distilled off
  3. washThe remaining aqueous layer was washed with ethyl acetate
  4. addition1 N hydrochloric acid (52.7 ml.) was added
  5. temperatureunder ice-cooling
  6. filtrationThe precipitated crystals were collected by filtration
  7. washwashed with water
  8. customdried

출처 및 근거

ORD 기록
ord-7a0f1198a66b4233988745ff78fc7b87
출처 데이터셋
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04254260

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