HCID 71230565, compound → HCID 71230623, compound

HRID 1746283Notes

Reaction equation

HRID 1746283 reaction equation
[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:16](=[O:17])[NH:15][NH:14][C:13]1=[O:18]>C(Cl)Cl>[O:1]=[C:2]1[CH:6]=[CH:5][C:4](=[O:7])[N:3]1[CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:13](=[O:18])[N:14]=[N:15][C:16]1=[O:17]

Participants

3

Reactant 1

HCID 71230565HCID 71230565, compound

Product 1

HCID 71230623HCID 71230623, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)-1,2,4-triazolidine-3,5-dione (I-14b: 6 mg, 0.024 mmol) in CH2Cl2 (0.95 mL) was added SiO2-HNO3 (50 mg). The mixture was stirred at room temperature for 15 minutes, then filtered, concentrated in vacuo and dried giving 4-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butyl)-3H-1,2,4-triazole-3,5(4 H)-dione (I-14c: 6 mg, quantitative) as a pink solid. 1H NMR (400 MHz, CD3CN) δ ppm 1.52-1.71 (m, 4 H) 3.49 (t, J=6.44 Hz, 2 H) 3.59 (t, J=6.69 Hz, 2 H) 6.77 (s, 2H).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated in vacuo
  3. customdried

Sources & evidence

ORD record
ord-9ead0fa755934a0ca3d4f0b5f13eb160
Source dataset
uspto-grants-2015_10
Patent number
US09149541B2

Reaction notes

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