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Formic Acid → 5-Bromo-2-formylaminomethylthiazole

HRID 2113285
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HRID 2113285 반응식
Cl.[NH2:2][CH2:3][C:4]1[S:5][C:6]([Br:9])=[CH:7][N:8]=1.CO.C[O-].[Na+].[CH:15](O)=[O:16]>C(OCC)=O>[Br:9][C:6]1[S:5][C:4]([CH2:3][NH:2][CH:15]=[O:16])=[N:8][CH:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 284Formic AcidHCID 887MethanolHCID 10942334Sodium MethoxideHCID 230887761-(5-Bromo-1,3-thiazol-2-yl)methanamine hydrochloride

생성물 1

HCID 230887625-Bromo-2-formylaminomethylthiazole

시약·촉매·용매 1

HCID 8025Ethyl formate용매

반응 조건

온도
48 °C

실험 절차

2-Aminomethyl-5-bromothiazole hydrochloride (350 g) was dissolved in 7 L of ethyl formate. To this solution were added 296 ml of a 28% methanol solution of sodium methoxide and 173 ml of a formic acid solution. The mixture was then stirred at an internal temperature of 48° C. for 5 hr. The solvent was removed by evaporation under the reduced pressure. When precipitate occurred, ethanol was added to dissolve the precipitate. The solvent was again removed by evaporation under the reduced pressure until crystal was formed. The solution was stirred under ice cooling overnight. The precipitated crystal was then collected by filtration, was then washed with cold ethanol and hexane, and was dried under the reduced pressure to give 189 g of 5-bromo-2-formylaminomethylthiazole. Further, the filtrate was concentrated, and the concentrate was crystallized from ethanol to give 58 g of secondary crystal.

후처리

  1. customThe solvent was removed by evaporation under the reduced pressure
  2. additionethanol was added
  3. dissolutionto dissolve the precipitate
  4. customThe solvent was again removed by evaporation under the reduced pressure until crystal
  5. customwas formed
  6. stirringThe solution was stirred under ice cooling overnight
  7. filtrationThe precipitated crystal was then collected by filtration
  8. washwas then washed with cold ethanol and hexane
  9. customwas dried under the reduced pressure

출처 및 근거

ORD 기록
ord-73cfcac6a3a143bba8746d3d3f78a58a
출처 데이터셋
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07524951B2

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