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Methylamine → Ethyl 2-(methylaminomethyl)thiazole-4-carboxylate

HRID 901946
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인쇄 미리보기

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HRID 901946 반응식
Br[CH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1.[CH3:13][NH2:14]>C1COCC1.CCOC(C)=O>[CH3:13][NH:14][CH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1
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참가 물질

5

반응물 2

HCID 6329MethylamineHCID 11043146Ethyl 2-(bromomethyl)-1,3-thiazole-4-carboxylate

생성물 1

HCID 45117596Ethyl 2-(methylaminomethyl)thiazole-4-carboxylate수율 70%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8857Ethyl Acetate용매

반응 조건

온도
-10 °C

실험 절차

A solution of ethyl 2-bromomethylthiazole-4-carboxylate (4.25 g, 17 mmol) in THF (50 ml) was added to a solution of methylamine in THF (2M, 30 ml, 60 mmol) drop-wise while cooling to −10° C. The mixture was allowed to warm to room temperature and stirred for a further 30 min. The mixture was diluted with EtOAc and washed with 0.3N potassium hydrogen sulphate solution and brine. The organic phase was dried and reduced to yield ethyl 2-(methylaminomethyl)thiazole-4-carboxylate (3.06 g, 70%) as an orange oil which was used without further purification.

후처리

  1. temperatureto warm to room temperature
  2. washwashed with 0.3N potassium hydrogen sulphate solution and brine
  3. customThe organic phase was dried

출처 및 근거

ORD 기록
ord-1ea649e3947946aeb03abfdfcdf904d0
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07365065B2

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