Water → 1-Trityl-1H-1,2,4-triazole

HRID 11231

반응식

HRID 11231 반응식
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.[C:8](Cl)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O>CCCCCC.CN(C=O)C>[C:8]([N:3]1[CH:7]=[N:6][CH:5]=[N:4]1)([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

참가 물질

7

반응물 4

HCID 962WaterHCID 6456Trityl chlorideHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydride

생성물 1

HCID 46382511-Trityl-1H-1,2,4-triazole수율 47%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매2회HCID 8058Hexane용매

실험 절차

Sodium hydride (60% dispersion in mineral oil, 13.8 g, 345 mmol) was washed with hexane and suspended in DMF (150 ml). At an ice bath temperature, 1,2,4-triazole (total; 20.7 g, 300 mmol) was added thereto in four divisions. After stirring for 30 minutes, to the mixture was added tritylchloride (total; 83.7 g, 300 mmol) in seven divisions and additionally added DMF (50 ml). After stirring for 1.5 hours at room temperature, to the reaction mixture was added water (600 ml). The precipitated crystal was collected by filteration, washed with water, dissolved in CHCl3 (800 ml) and dried. The solvent was evaporated. The obtained residue was chromatographed on silica gel (ethylacetate:CHCl3=1:2, v/v). The fraction of the objective was concentrated to give 1-trityl-1H-1,2,4-triazole (43.9 g). Yield: 47%.

후처리

  1. stirringAfter stirring for 1.5 hours at room temperature, to the reaction mixture
  2. customThe precipitated crystal was collected by filteration
  3. washwashed with water
  4. dissolutiondissolved in CHCl3 (800 ml)
  5. customdried
  6. customThe solvent was evaporated
  7. customThe obtained residue was chromatographed on silica gel (ethylacetate
  8. concentrationThe fraction of the objective was concentrated

출처 및 근거

ORD 기록
ord-7128cd1309b044118228bc991451e2cd
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098201B2

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