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

HRID 1982567

反応式

HRID 1982567 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-229255d0db2347b2bea28eaa4d01f0b9
出典データセット
uspto-grants-1986_06
特許番号
US04596870

関連ノート

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