Sodium Carbonate → HCID 57435849, 화합물

HRID 30546노트

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HRID 30546 반응식
[F:1][CH:2]([F:20])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15]C=2)=O)=[CH:6][CH:5]=1.[O:21]1[CH2:26]COCC1.Cl.[CH3:28][NH:29][C:30]([NH2:32])=[NH:31].C([O-])([O-])=O.[Na+].[Na+]>O.CCO>[NH2:32][C:30]1[N:29]([CH3:28])[C:26](=[O:21])[C:10]([C:7]2[CH:6]=[CH:5][C:4]([O:3][CH:2]([F:1])[F:20])=[CH:9][CH:8]=2)([C:11]2[CH:13]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:31]=1

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 57435846HCID 57435846, 화합물HCID 178485118HCID 178485118, 화합물

생성물 1

HCID 57435849HCID 57435849, 화합물수율 94%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
95 °C

실험 절차

Into a mixture of 1-[4-(difluoromethoxy)phenyl]-2-phenylethane-1,2-dione (3.7 g, 13.4 mmol), dioxane (180 mL) and EtOH (240 mL) were added 1-methylguanidine hydrochloride (6.6 g, 60.3 mmol), and a solution of Na2CO3 (6.4 g, 60.3 mmol) in H2O (20 mL). The new mixture was stirred at 95° C. for 3 hours. Then, the volatiles were removed under vacuum and the residue was taken in water and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and purification on silica gel (ISCO) using MeOH/EtOAc (1/20) as the eluting solvent gave 2-amino-5-[4-(difluoromethoxy)phenyl]-3-methyl-5-phenyl-3,5-dihydro-4H-imidazol-4-one as a white solid (3.65 g, 94% yield). MS m/e (M+H)+ 332; 1H NMR (400 MHz, DMSO-d6) 2.93 (s, 3H), 6.61 (brs, 2H), 7.1 (d, J=8.54 Hz, 2H), 7.15-7.31 (m, 4H), 7.38 (m, 2H), 7.42 (d, J=8.54 Hz, 2H).

후처리

  1. customThen, the volatiles were removed under vacuum
  2. extractionextracted with EtOAc
  3. dry with materialThe organic extracts were dried over MgSO4
  4. customEvaporation and purification on silica gel (ISCO)

출처 및 근거

ORD 기록
ord-d5c0ab4c9b4247f1ab127963ddfff5ac
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423158B2

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