Ethyl isocyanate → 1-(4,6-Dibromothiazolo[5,4-c]pyridin-2-yl)-3-ethylurea

HRID 712177ノート

反応式

HRID 712177 の反応式
[Br:1][C:2]1[C:7]2[S:8][C:9]([NH2:11])=[N:10][C:6]=2[CH:5]=[C:4]([Br:12])[N:3]=1.[CH2:13]([N:15]=[C:16]=[O:17])[CH3:14]>O1CCOCC1.O>[Br:1][C:2]1[C:7]2[S:8][C:9]([NH:11][C:16]([NH:15][CH2:13][CH3:14])=[O:17])=[N:10][C:6]=2[CH:5]=[C:4]([Br:12])[N:3]=1

参加物

5

反応物 2

HCID 8022Ethyl isocyanateHCID 580332294,6-Dibromothiazolo[5,4-c]pyridin-2-amine

生成物 1

HCID 580332371-(4,6-Dibromothiazolo[5,4-c]pyridin-2-yl)-3-ethylurea収率 82.8%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

To a solution of 4,6-dibromothiazolo[5,4-c]pyridin-2-amine (1.47 g, 56.74% as per LCMS, 2.70 mmol) in 1,4-dioxane (75 mL) was added ethylisocyanate (1.30 mL, 16.25 mmol) and the resulting reaction mixture was heated to 80° C. for 16 h. The solvent was distilled off under reduced pressure and the residue was then co-distilled with hexane (twice). The solid thus obtained was stirred in hot water at 80° C. for 30 min then filtered. The solid material was purified over silica gel (100-200 M, 30-40% EtOAc-hexane) to obtain the desired product as an off-white solid (0.85 g, 82%).

後処理

  1. customthe resulting reaction mixture
  2. distillationThe solvent was distilled off under reduced pressure
  3. customThe solid thus obtained
  4. filtrationthen filtered
  5. customThe solid material was purified over silica gel (100-200 M, 30-40% EtOAc-hexane)

出典と根拠

ORDレコード
ord-811152d98b6e43118e5c05aae97a55bc
出典データセット
uspto-grants-2015_11
特許番号
US09181234B2

反応ノート

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