Sulfuric Acid → HCID 85862277, compound

HRID 460746Notes

Reaction equation

HRID 460746 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][C:7]1([CH3:14])[NH:11][C:10](=[O:12])[NH:9][C:8]1=[O:13])=[N+]=[N-].[S:15](=[O:19])(=[O:18])([OH:17])[OH:16]>CC(O)C.[Pt]>[S:15]([OH:19])([OH:18])(=[O:17])=[O:16].[NH2:1][CH2:4][CH2:5][CH2:6][C:7]1([CH3:14])[NH:11][C:10](=[O:12])[NH:9][C:8]1=[O:13].[NH2:1][CH2:4][CH2:5][CH2:6][C:7]1([CH3:14])[NH:11][C:10](=[O:12])[NH:9][C:8]1=[O:13]

Participants

5

Reactant 2

HCID 1118Sulfuric AcidHCID 21394064HCID 21394064, compound

Product 1

HCID 85862277HCID 85862277, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 3776IsopropanolSolvent

Procedure

A suspension of platinum (200 mg) in 2-propanol (50 ml.) and 1 N sulfuric acid (20 ml.) was briefly hydrogenated (3.4 atm) and 5-(3-azidopropyl)-5-methyl-2,4-imidazolidinedione (3.94 g., 0.020 mol) was added. Hydrogenation was continued for 7 hours at 3.4 atmospheres. The catalyst was removed by filtration and the filtrate concentrated to a small volume, addition of 2-propanol afforded 5-(3-aminopropyl)-5-methyl-2,4-imidazolidine dione hemisulfate as prisms, 4.40 g. (0.019 mol, 96%); m.p. 183°-185° C. after one crystallization from aqueous 2-propanol.

Workup

  1. additionwas added
  2. customThe catalyst was removed by filtration
  3. concentrationthe filtrate concentrated to a small volume, addition of 2-propanol

Sources & evidence

ORD record
ord-cab6c4e592f44f2b93b67fc15daecaaf
Source dataset
uspto-grants-1977_12
Patent number
US04061542

Reaction notes

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