Triethylamine → 1-(3-Methylphenylthio)methyl-5-fluoropyrimidin-2-one

HRID 247080

반응식

HRID 247080 반응식
Cl[CH2:2][S:3][C:4]1[CH:5]=[C:6]([CH3:10])[CH:7]=[CH:8][CH:9]=1.[F:11][C:12]1[CH:13]=[N:14][C:15](=[O:18])[NH:16][CH:17]=1.C(N(CC)CC)C.[K+].[Br-]>ClCCl>[CH3:10][C:6]1[CH:5]=[C:4]([S:3][CH2:2][N:16]2[CH:17]=[C:12]([F:11])[CH:13]=[N:14][C:15]2=[O:18])[CH:9]=[CH:8][CH:7]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 1014985-Fluoropyrimidin-2-oneHCID 253877Potassium BromideHCID 128408943-Methylphenyl chloromethyl sulfide

생성물 1

HCID 156505001-(3-Methylphenylthio)methyl-5-fluoropyrimidin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

3-(Chloromethylthio)toluene (6.5 mmol) was added to a solution of 5-fluoropyrimidin-2-one (6.5 mmol) and triethylamine (6.5 mmol) in dichloromethane (75 ml) and the resultant mixture heated under reflux for 2 days. The solvent was then distilled off, the residue triturated with water and the residual material extracted with CCl4. Evaporation of the extracts and crystallisation of the residue from ethyl acetate gave the pure product; 0.40 g (25%), m.p. 124° C. (Found: C57.42; H4.63. Calc. for C12H11FN2OS: C57.59; H4.43) 1H NMR (DMSO d6); δ 2.28 (Me), 5.17(CH2), 7.2 (Ph), 8.05 (H-4), 8.70 (H-6). IR (KBr): 1670 cm-1 (CO), MS [70 eV, m/z (% rel. int.)]: 250 (8,M), 137(11), 136(36), 135(10), 128(7), 127(100), 100(34), 91(9).

후처리

  1. temperatureunder reflux for 2 days
  2. distillationThe solvent was then distilled off
  3. customthe residue triturated with water
  4. extractionthe residual material extracted with CCl4
  5. customEvaporation of the extracts and crystallisation of the residue from ethyl acetate
  6. customgave the pure product

출처 및 근거

ORD 기록
ord-be950a6fa23d444c879577fb33e2a1e5
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705791

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