Water → 1-(5-Bromo-6-fluoro-benzothiazol-2-yl)-3-ethyl-urea

HRID 2068686노트

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HRID 2068686 반응식
[Br:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[S:9][C:8]([NH2:10])=[N:7][C:6]=2[CH:11]=1.[CH2:13]([N:15]=[C:16]=[O:17])[CH3:14].O>O1CCOCC1>[Br:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[S:9][C:8]([NH:10][C:16]([NH:15][CH2:13][CH3:14])=[O:17])=[N:7][C:6]=2[CH:11]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 8022Ethyl isocyanateHCID 596030945-Bromo-6-fluorobenzo[d]thiazol-2-amine

생성물 1

HCID 596030721-(5-Bromo-6-fluoro-benzothiazol-2-yl)-3-ethyl-urea수율 69%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

To a solution of 5-bromo-6-fluoro-benzothiazol-2-ylamine IV (0.36 g, 1.45 mmol) in 1,4-dioxane (25.0 mL) was added ethyl isocyanate (0.69 mL, 8.74 mmol) and the resulting reaction mixture was heated at 80° C. for 15 h. After the completion of the reaction (TLC monitoring) the solvent was evaporated. The residue thus obtained was stirred with water at 60° C. for 5 h. The solution was then filtered and washed with ether to get the title compound (0.30 g, 69%). 1H-NMR (400 MHz, DMSO-d6): δ 1.08 (t, J=6.80 Hz, 3H), 3.17 (m, 2H), 6.69 (br s, 1H), 7.92 (d, J=6.40 Hz, 1H), 8.0 (d, J=8.40 Hz, 1H) and 10.86 (br s, 1H).

후처리

  1. customthe resulting reaction mixture
  2. customAfter the completion of the reaction (TLC monitoring) the solvent
  3. customwas evaporated
  4. customThe residue thus obtained
  5. filtrationThe solution was then filtered
  6. washwashed with ether

출처 및 근거

ORD 기록
ord-b62c76bae14d4bb7aef4b218c6e544f0
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08299065B2

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