Hydrochloric Acid → Hydrochloric Acid

HRID 1506352Notes

Reaction equation

HRID 1506352 reaction equation
[O:1]=[C:2]1[NH:16][C:15](=[O:17])[C:4]2([CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]2)[NH:3]1.[ClH:18]>O1CCOCC1>[CH2:5]1[C:4]2([C:15](=[O:17])[NH:16][C:2](=[O:1])[NH:3]2)[CH2:7][NH:6]1.[ClH:18]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67168773Tert-butyl 6,8-dioxo-2,5,7-triazaspiro[3.4]octane-2-carboxylate

Product 2

HCID 313Hydrochloric AcidYield 92%HCID 666007202,5,7-Triazaspiro[3.4]octane-6,8-dione

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

tert-Butyl 6,8-dioxo-2,5,7-triazaspiro[3.4]octane-2-carboxylate (Preparation 18A, 620 mg, 2.57 mmol) was dissolved in 15 mL of hot dioxane until a homogeneous yellow solution formed. To this solution was added 30 mL of 4 M hydrochloric acid in dioxane. The reaction was stirred for 3 h and then concentrated in vacuo to give 2,5,7-triazaspiro[3.4]octane-6,8-dione, hydrochloric acid (420 mg, 92%). MS (M+1)=142.0. 1H NMR (400 MHz, DMSO-d6) δ ppm 10.9 (1H, s), 9.30 (2H, br d), 8.70 (1H, s), 4.15 (1H, br s), 4.05 (1H, br s), 3.39 (2H, br s).

Workup

  1. customformed
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7e41e6410ca749608e9c3b59ffa12e3d
Source dataset
uspto-grants-2015_12
Patent number
US09216972B2

Reaction notes

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