Diethyl Ether → 6-hydrazinyl-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

HRID 1465974

반응식

HRID 1465974 반응식
Cl[C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:6](=[O:17])[N:5]([CH3:18])[C:4](=[O:19])[CH:3]=1.CCOCC.[NH2:25][NH2:26]>CCO.CO>[NH:25]([C:2]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[C:6](=[O:17])[N:5]([CH3:18])[C:4](=[O:19])[CH:3]=1)[NH2:26]

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 9321HydrazineHCID 534388166-Chloro-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 667954896-hydrazinyl-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione수율 84%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 887Methanol용매

실험 절차

To a solution of 6-chloro-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione (2.4 g 8.6 mmol) in EtOH (25 mL) and MeOH (50 mL), anhydrous hydrazine (1.2 mL) is added slowly. The reaction mixture is refluxed for three hours, and then cooled. A large amount of ether is added into the reaction mixture, and then filtered to give 2.0 g of product as crystalline solids (Yield: 84%). 1H NMR (DMSO-d6) δ3.13 (s, 3H), 3.73 (s, 3H), 4.42 (br, 1H), 5.03 (s, 2H), 5.15 (s, 1H), 6.88 and 7.15 (AB, 4H, J=6.4 Hz), 8.08 (br, 1H). MS (FAB) m/z 277.28 [M+H]+.

후처리

  1. temperatureThe reaction mixture is refluxed for three hours
  2. temperaturecooled
  3. filtrationfiltered

출처 및 근거

ORD 기록
ord-59428772675e477d9b7f640b8fb3c2c1
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000001B2

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