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Ethyl isocyanate → 1-(5,7-Dibromo-6-methoxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

HRID 712191
ノート
印刷プレビュー

反応式

HRID 712191 の反応式
[Br:1][C:2]1[C:3]([O:13][CH3:14])=[C:4]([Br:12])[C:5]2[S:9][C:8]([NH2:10])=[N:7][C:6]=2[CH:11]=1.C(N(CC)CC)C.[CH2:22]([N:24]=[C:25]=[O:26])[CH3:23]>CS(C)=O.O>[Br:1][C:2]1[C:3]([O:13][CH3:14])=[C:4]([Br:12])[C:5]2[S:9][C:8]([NH:10][C:25]([NH:24][CH2:22][CH3:23])=[O:26])=[N:7][C:6]=2[CH:11]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8022Ethyl isocyanate2 回HCID 8471TriethylamineHCID 866639675,7-Dibromo-6-methoxy-1,3-benzothiazol-2-amine

生成物 1

HCID 866639681-(5,7-Dibromo-6-methoxy-1,3-benzothiazol-2-yl)-3-ethyl-urea

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water
溶媒

実験手順

5,7-Dibromo-6-methoxy-1,3-benzothiazol-2-amine (208 mg, 0.62 mmol) was dissolved in anhydrous DMSO (1 mL) and triethylamine (0.189 mL, 1.35 mmol) followed by ethyl isocyanate (0.058 mL, 0.74 mmol). The mixture was stirred at rt. A further aliquot of ethyl isocyanate (0.058 mL, 0.74 mmol) was added after 3 h. After 3.75 h, the mixture was diluted with water and extracted into EtOAc (3×30 mL). The combined organic phases were washed with water and brine, dried over Na2SO4 and concentrated to dryness under reduced pressure. The desired compound was obtained as a pale yellow solid, 234 mg (93%). The material was used without further purification in the next step. m/z: 407.83/409.83/411.81 [M+H]+.

後処理

  1. extractionextracted into EtOAc (3×30 mL)
  2. washThe combined organic phases were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to dryness under reduced pressure

出典と根拠

ORDレコード
ord-ae00cc4fc375451c9f709656272e723e
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181234B2

反応ノート

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