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

HRID 11286

반응식

HRID 11286 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b54805a8be0d4495a08ee3d78f19e951
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098220B2

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