2-Aminothiazole → 1,1-Dicyclohexyl-3-thiazol-2-yl-urea

HRID 2384129ノート

反応式

HRID 2384129 の反応式
[CH:1]1[N:5]=[C:4]([NH2:6])[S:3][CH:2]=1.[C:7](N1C=CN=C1)(N1C=CN=C1)=[O:8].[CH:19]1([NH:25][CH:26]2[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>ClCCl.C(OCC)(=O)C>[CH:26]1([N:25]([CH:19]2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]2)[C:7]([NH:6][C:4]2[S:3][CH:2]=[CH:1][N:5]=2)=[O:8])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]1

参加物

6

反応物 3

HCID 21552-AminothiazoleHCID 7582DicyclohexylamineHCID 682631,1'-Carbonyldiimidazole

生成物 1

HCID 111742841,1-Dicyclohexyl-3-thiazol-2-yl-urea

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of aminothiazole (50 mg, 0.5 mmol) in dichloromethane was added carbonyldiimidazole (81 mg, 0.5 mmol) and the solution stirred 2 h at room temperature. Dicyclohexylamine (1 eq) was then added and the reaction stirred overnight at room temperature. The reaction mixture is then diluted with ethyl acetate (8 mL), washed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL), dried over magnesium sulphate, concentrated in vacuo, and the residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min) to give the title product (52 mg).

後処理

  1. stirringthe reaction stirred overnight at room temperature
  2. washwashed successively with 10% sodiumhydrogensulphate (3 mL), water (3 mL)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated in vacuo
  5. customthe residue purified by HPLC (Gilson 1, X-terra column; 0-100% CH3CN/H2O/0, 1% TFA; 15 min; flow 50 ml/min)

出典と根拠

ORDレコード
ord-acbbe392b1d0489591f06f537dd8fdbe
出典データセット
uspto-grants-2012_09
特許番号
US08263634B2

反応ノート

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