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Water → Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate

HRID 127113
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HRID 127113 반응식
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1.[CH3:13][N:14]=[C:15]=[O:16].O>CS(C)=O>[CH3:13][NH:14][C:15](=[O:16])[NH:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:6]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 12228Methyl IsocyanateHCID 1044544-Thiazoleacetic acid, 2-amino-, ethyl ester

생성물 1

HCID 20288637Ethyl {2-[(methylcarbamoyl)amino]-1,3-thiazol-4-yl}acetate수율 71.8%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of ethyl 2-aminothiazol-4-ylacetate (27.4 g.) in dimethylsulfoxide (135 ml.) was dropwise added methylisocyanate (13.05 g.) with stirring at room temperature, and the mixture was stirred for 3 hours at 40° C. After the reaction, the reaction mixture was poured into water (500 ml.), and then extracted with ethyl acetate. The extract was washed with water and a saturated aqueous solution of sodium chloride in turn and then dried over magnesium sulfate. After distillation of the solvent from the extract, the residue was pulverized in diethyl ether, collected by filtration and then dried to give colorless crystals of ethyl 2-(3-methylureido)thiazol-4-ylacetate (25.7 g.), mp 158° to 159° C.

후처리

  1. stirringthe mixture was stirred for 3 hours at 40° C
  2. customAfter the reaction
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materiala saturated aqueous solution of sodium chloride in turn and then dried over magnesium sulfate
  6. distillationAfter distillation of the solvent from the extract
  7. filtrationcollected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-b2b7cf225466449d90456b4cf854b6c7
출처 데이터셋
uspto-grants-1981_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04254260

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