1-C-Ethylaminoadamantane → HCID 18782790, 화합물

HRID 1420788

반응식

HRID 1420788 반응식
[C:1]12([CH2:11][CH2:12][NH2:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[C:14](N1C=CN=C1)(N1C=CN=C1)=[S:15]>C(Cl)Cl.N#N>[N:13]([CH2:12][CH2:11][C:1]12[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2)=[C:14]=[S:15]

참가 물질

5

반응물 2

HCID 642451-C-EthylaminoadamantaneHCID 802641,1'-Thiocarbonyldiimidazole

생성물 1

HCID 18782790HCID 18782790, 화합물수율 88.9%

시약·촉매·용매 2

HCID 947Nitrogen용매HCID 6344Dichloromethane용매

실험 절차

2-adamantan-1-yl-ethylamine (380 mg, 2.12 mmol) was dissolved in CH2Cl2 (10 ml) under a dry atmosphere of N2. To this solution was added 1,1'-thiocarbonyl-diimidazole (420 mg, 2.12 mmol). After stirring at ambient temperature for 12 hours, the solution was partitioned between 0.1 N HCl and CH2Cl2. The CH2Cl2 layer was washed with water, then saturated NaHCO3 solution and finally brine. The CH2Cl2 layer was dried over MgSO4, filtered and concentrated under vacuum to give 417 mg of a yellow solid. The product was chromatographed on silica gel using hexanes to give 125 mg of the titled compound as a white solid: 1H NMR (CDCl3)δ 3.52 (m, 2H), 1.98 (br s, 3H), 1.49-1.76 (m, 17H).

후처리

  1. customthe solution was partitioned between 0.1 N HCl and CH2Cl2
  2. washThe CH2Cl2 layer was washed with water
  3. dry with materialThe CH2Cl2 layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-553a9219c3b547e9887188910e82814f
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071935

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