HCID 71230569, compound → HCID 71230607, compound

HRID 1746285Notes

Reaction equation

HRID 1746285 reaction equation
[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]1[C:19](=[O:20])[NH:18][NH:17][C:16]1=[O:21])=[N+:2]=[N-:3]>C(Cl)Cl>[N:1]([CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][O:12][CH2:13][CH2:14][N:15]1[C:16](=[O:21])[N:17]=[N:18][C:19]1=[O:20])=[N+:2]=[N-:3]

Participants

3

Reactant 1

HCID 71230569HCID 71230569, compound

Product 1

HCID 71230607HCID 71230607, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-1,2,4-triazolidine-3,5-dione (I-18c: 3 mg, 9.92 umol) in CH2Cl2 (1 mL) was added SiO2-HNO3 (25 mg). The mixture was stirred at room temperature for 15 minutes, then filtered, concentrated in vacuo and dried giving 4-(2-(2-(2-(2-azidoethoxy)ethoxy)ethoxy)ethyl)-3H-1,2,4-triazole-3,5(4H)-dione (I-18c: 3 mg, quantitative) as a pink oil.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customdried

Sources & evidence

ORD record
ord-b2672939cc48446fa73cfc04775b856c
Source dataset
uspto-grants-2015_10
Patent number
US09149541B2

Reaction notes

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