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

HRID 2068686ノート

反応式

HRID 2068686 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b62c76bae14d4bb7aef4b218c6e544f0
出典データセット
uspto-grants-2012_10
特許番号
US08299065B2

反応ノート

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