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Ammonium Chloride → Methyl 2-(2-carbamimidoylthiazol-4-yl)acetate hydrochloride

HRID 524644
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HRID 524644 반응식
[C:1]([C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH2:12]C)=[O:10])[N:7]=1)#[N:2].C[O-].[Na+].[Cl-:17].[NH4+:18]>CO>[ClH:17].[C:1]([C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH3:12])=[O:10])[N:7]=1)(=[NH:2])[NH2:18]
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 10942334Sodium MethoxideHCID 90043492Ethyl 2-(2-cyanothiazol-4-yl)acetate

생성물 1

HCID 90043737Methyl 2-(2-carbamimidoylthiazol-4-yl)acetate hydrochloride수율 63%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

A mixture of ethyl 2-(2-cyanothiazol-4-yl)acetate (2.17 g, 11 mmol), sodium methylate (0.84 g, 15.5 mmol) and ammonium chloride (0.88 g, 16.5 mmol) in anhydrous methanol (50 mL) was stirred at 25° C. for 24 hours under N2. The reaction mixture was filtered and the filtrate was concentrated in vacuo. Then to the residue was added acetone (12 mL). The mixture was stirred for 3 hours and filtered. The filter cake was washed with a little of acetone to give the title compound as a yellowish solid (1.63 g, 63%). The compound was characterized by the following spectroscopic data:

후처리

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionThen to the residue was added acetone (12 mL)
  4. stirringThe mixture was stirred for 3 hours
  5. filtrationfiltered
  6. washThe filter cake was washed with a little of acetone

출처 및 근거

ORD 기록
ord-f871565af09f4a04b27c4b0730f52d3f
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09340538B2

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