Hydrochloric Acid → 1418310-93-6

HRID 1746281Notes

Reaction equation

HRID 1746281 reaction equation
[O:1]=[C:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH2:10][NH:11]C(=O)OC(C)(C)C)[C:5](=[O:19])[NH:4][NH:3]1.[ClH:20].O1CCOCC1>C(Cl)Cl>[ClH:20].[NH2:11][CH2:10][CH2:9][CH2:8][CH2:7][N:6]1[C:2](=[O:1])[NH:3][NH:4][C:5]1=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71230594HCID 71230594, compound

Product 1

HCID 712305891418310-93-6

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To tert-butyl 4-(3,5-dioxo-1,2,4-triazolidin-4-yl)butylcarbamate (I-8b: 590 mg, 2.167 mmol) in CH2Cl2 (10.800 mL) was added HCl in dioxane (5.42 mL, 21.67 mmol) dropwise. The mixture was stirred at room temperature for 4 h, then concentrated and dried on pump, giving 4-(4-aminobutyl)-1,2,4-triazolidine-3,5-dione hydrochloride (I-14a: 461 mg, quantitative) as a beige solid. 1H NMR (400 MHz, dmso-d6) δ ppm 1.41-1.71 (m, 4 H) 2.68-2.87 (m, 2 H) 3.37 (t, J=6.44 Hz, 2 H) 7.86 (br. s., 2 H) 10.13 (s, 2 H).

Workup

  1. concentrationconcentrated
  2. customdried on pump

Sources & evidence

ORD record
ord-5a25dbdfe2704aca8bfbcf6e2beea71a
Source dataset
uspto-grants-2015_10
Patent number
US09149541B2

Reaction notes

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