Water → 3-chloromethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole

HRID 1606042

반응식

HRID 1606042 반응식
S(Cl)([Cl:3])=O.O[CH2:6][C:7]1[N:11]([C:12]2[S:13][C:14]([CH2:26][CH3:27])=[CH:15][C:16]=2[C:17](=[O:25])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])[C:10]([CH3:28])=[N:9][N:8]=1.O.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[Cl:3][CH2:6][C:7]1[N:11]([C:12]2[S:13][C:14]([CH2:26][CH3:27])=[CH:15][C:16]=2[C:17](=[O:25])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])[C:10]([CH3:28])=[N:9][N:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 24386Thionyl ChlorideHCID 190851734-(3-(2-Chlorobenzoyl)-5-ethylthiophen-2-yl)-3-hydroxymethyl-5-methyl[1,2,4]triazole

생성물 1

HCID 132186753-chloromethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole수율 88.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Four grams of thionyl chloride is added dropwise to a solution of 10 g of 3-hydroxymethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole in 50 ml of dioxane. The mixture is stirred at 70° - 80°C for 2 hours. The reaction mixture is poured into 200 ml of water and made alkaline with potassium carbonate. The oil liberated is extracted with ethyl acetate. The extract is washed with water, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue is treated with ligroin containing 5% ethyl acetate to cause crystallization. The crystals are collected by suction filtration and recrystallized from ligroin containing 5% ethyl acetate to give 9.3 g of 3-chloromethyl-4-(3-o-chlorobenzoyl-5-ethyl-2-thienyl)-5-methyl-4H-1,2,4-triazole as colorless pillars melting at 109° - 110°C.

후처리

  1. extractionThe oil liberated is extracted with ethyl acetate
  2. washThe extract is washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated in vacuo
  5. additionThe residue is treated with ligroin containing 5% ethyl acetate
  6. customcrystallization
  7. filtrationThe crystals are collected by suction filtration
  8. customrecrystallized from ligroin containing 5% ethyl acetate

출처 및 근거

ORD 기록
ord-b7c0f5b643ef4a0fbf7696bbb284c72a
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03952006

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