Dipropylamine → Ethyl {[2-(cyclohexylamino)-3-pyridyl]imino}(diethylamino)methylcarbamate

HRID 11286

反応式

HRID 11286 の反応式
[NH2:1][C:2]1[C:3]([NH:8][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[CH2:15]([O:17][C:18]([N:20]=[C:21]=S)=[O:19])[CH3:16].[CH2:23]([NH:26][CH2:27][CH2:28]C)[CH2:24]C>CN(C=O)C>[CH:9]1([NH:8][C:3]2[C:2]([N:1]=[C:21]([NH:20][C:18](=[O:19])[O:17][CH2:15][CH3:16])[N:26]([CH2:27][CH3:28])[CH2:23][CH3:24])=[CH:7][CH:6]=[CH:5][N:4]=2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

参加物

5

反応物 3

HCID 8902DipropylamineHCID 85320Ethyl isothiocyanatoformateHCID 109870832-N-cyclohexylpyridine-2,3-diamine

生成物 1

HCID 136335149Ethyl {[2-(cyclohexylamino)-3-pyridyl]imino}(diethylamino)methylcarbamate

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

A mixture of 0.02 mol (3.82 g) of 3-amino-2-cyclohexylaminopyridine from Preparation 1 and 0.02 mol of ethoxycarbonyl isothiocyanate is stirred in 50 ml of DMF at ambient temperature for 3 hours. The solution is then cooled to 0° C., and 0.05 mol of dipropylamine and then 0.02 mol of mercuric chloride are added in succession. After 15 minutes, the ice bath is removed and the solution is stirred at ambient temperature for 4 hours. After diluting the solution with 100 ml of ethyl acetate, filtration is carried out over Celite and the solvents are evaporated off under reduced pressure. The resulting crude product is then recrystallised from acetonitrile.

後処理

  1. customthe ice bath is removed
  2. additionAfter diluting the solution
  3. filtrationwith 100 ml of ethyl acetate, filtration
  4. customthe solvents are evaporated off under reduced pressure
  5. customThe resulting crude product is then recrystallised from acetonitrile

出典と根拠

ORDレコード
ord-b54805a8be0d4495a08ee3d78f19e951
出典データセット
uspto-grants-2006_08
特許番号
US07098220B2

関連ノート

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