Hydrochloric Acid → 1-[2-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-thiazol-4-yl]-ethanone

HRID 2040031노트

반응식

HRID 2040031 반응식
N#N.[CH3:3][C:4]1([C:9]2[N:10]=[C:11]([CH2:14][N:15]3[N:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[N:16]3)[S:12][CH:13]=2)OCC[O:5]1.Cl.[OH-].[Na+]>C1COCC1>[N+:20]([C:18]1[CH:17]=[N:16][N:15]([CH2:14][C:11]2[S:12][CH:13]=[C:9]([C:4](=[O:5])[CH3:3])[N:10]=2)[N:19]=1)([O-:22])=[O:21]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 947NitrogenHCID 14798Sodium HydroxideHCID 671276452-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiazol-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole

생성물 1

HCID 671276681-[2-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-thiazol-4-yl]-ethanone

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 2-[4-(2-methyl-[1,3]dioxolan-2-yl)-thiazol-2-ylmethyl]-4-nitro-2H-[1,2,3]triazole (2.360 g, 7.94 mmol) in THF (40.0 mL) was treated with 1N HCl (21.4 mL, 21.4 mmol) and the reaction mixture was stirred at rt overnight. The reaction mixture was neutralized with 1N NaOH. The aq. layer was extracted twice with EA (20 mL) and the combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (6:4 hept-EA) gave the title compound as a yellow solid: TLC:rf (6:4 hept-EA)=0.29. LC-MS-conditions 02: tR=0.81 min, [M+H]+=254.35.

후처리

  1. extractionThe aq. layer was extracted twice with EA (20 mL)
  2. dry with materialextracts were dried over MgSO4
  3. filtrationfiltered
  4. customthe solvents were removed under reduced pressure
  5. customPurification of the residue by FC (6:4 hept-EA)

출처 및 근거

ORD 기록
ord-f01c301eeb044b92aea03647e5233467
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580831B2

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