Methyl iodide → bis(4-Fluorophenyl)methyl(5-methylthiocarbonyl-1H-1,2,4-triazol-1-ylmethyl)silane

HRID 568772

반응식

HRID 568772 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([Si:8]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)([CH3:15])[CH2:9][N:10]2[CH:14]=[N:13][CH:12]=[N:11]2)=[CH:4][CH:3]=1.[C:23](=[S:25])=O.I[CH3:27].[NH4+].[Cl-]>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([Si:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)([CH3:15])[CH2:9][N:10]2[C:14]([C:23]([CH3:27])=[S:25])=[N:13][CH:12]=[N:11]2)=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 10039Carbonyl SulfideHCID 25517Ammonium ChlorideHCID 73675Flusilazole

생성물 1

HCID 54514882bis(4-Fluorophenyl)methyl(5-methylthiocarbonyl-1H-1,2,4-triazol-1-ylmethyl)silane

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a -78° C. solution of 0.016 mol of lithio[bis(4-fluorophenyl)methyl(1H-1,2,4-triazol-1-ylmethyl)silane, prepared in 75 mL of THF as described in Example 1, was added 1 mL of liquid carbonyl sulfide. The solution was allowed to warm to 0° over 1 hour, and 1.0 mL (0.016 mol) of iodomethane was added. The reaction mixture was stored at 25° for 3 days, then poured into saturated aqueous NH4Cl. The aqueous layer was extracted twice with ether, and the combined organic layers were dried (MgSO4) and evaporated to give 5.2 g of the title compound as a yellow oil: nD 1.5694; ir (neat) 1710 (w), 1663; nmr (CDCl3) δ 0.7 (3H, s), 2.3 (3H, s), 4.6 (2H, s), 7.0 (4H, m), 7.4 (4H, m), 7.8 (1H, s).

후처리

  1. temperatureto warm to 0° over 1 hour
  2. extractionThe aqueous layer was extracted twice with ether
  3. dry with materialthe combined organic layers were dried (MgSO4)
  4. customevaporated

출처 및 근거

ORD 기록
ord-51ec5a26e53c466f9b23a21e9f5dcf19
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04729986

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