2-Hexanol → N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(1-methylpentyloxycarbonyl)benzenesulfonamide

HRID 619912

반응식

HRID 619912 반응식
[CH3:1][CH:2]([OH:7])[CH2:3][CH2:4][CH2:5][CH3:6].C[Al](C)C.[CH3:12][O:13][C:14]1[N:19]=[C:18]([CH3:20])[N:17]=[C:16]([NH:21][C:22]([NH:24][S:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34](OC)=[O:35])(=[O:27])=[O:26])=[O:23])[N:15]=1>C1(C)C=CC=CC=1>[CH3:12][O:13][C:14]1[N:19]=[C:18]([CH3:20])[N:17]=[C:16]([NH:21][C:22]([NH:24][S:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[C:34]([O:7][CH:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH3:6])=[O:35])(=[O:27])=[O:26])=[O:23])[N:15]=1

참가 물질

5

반응물 3

HCID 122972-HexanolHCID 52999Metsulfuron-methylHCID 16682925Trimethylaluminum

생성물 1

HCID 13176699N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-(1-methylpentyloxycarbonyl)benzenesulfonamide수율 57.8%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

2-Hexanol (0.61 g) in 2 ml dry toluene was slowly added at room temperature to a solution of 1.5 ml (2M) trimethylaluminum diluted with 5.0 ml dry toluene under nitrogen. The mixture was stirred at room temperature for 15 minutes and 0.95 g of N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-methoxycarbonylbenzenesulfonamide was added. The mixture was warmed under N2 to reflux temperature for 2.5 hr. cooled to room temperature and carefully quenched with 20 ml 10% HCl. The organic phase was taken up in methylene chloride, separated, washed with water, dried over magnesium sulfate, filtered and the solvent evaporated under reduced pressure to give 0.65 g of the desired compound which melted at 125°-130° C. The infrared spectrum exhibited characteristic absorption for the product at 3300, 1725, 1730, 1585, 1555 cm-1.

후처리

  1. temperatureThe mixture was warmed under N2
  2. temperatureto reflux temperature for 2.5 hr
  3. temperaturecooled to room temperature
  4. customcarefully quenched with 20 ml 10% HCl
  5. customseparated
  6. washwashed with water
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-ac746a225ed2430ca32cbf40b1b7e604
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04818278

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