Ethanol → HCID 136381083, compound

HRID 977120Notes

Reaction equation

HRID 977120 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][NH:7][CH2:8][CH2:9][NH2:10].CS[C:13](=N)[NH:14][N+:15]([O-:17])=[O:16].C(O)C>C(OCC)(=O)C>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[CH2:6][N:7]1[CH2:8][CH2:9][NH:10][C:13]1=[N:14][N+:15]([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 702EthanolHCID 13802796HCID 13802796, compoundHCID 135927615N-Nitro-S-methylisothiourea

Product 1

HCID 136381083HCID 136381083, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Afterward, a mixture of 1.00 g Of N-[(tetrahydro-2-furanyl) methyl]ethylenediamine, 0.77/g of S-methyl-N-nitroisothiourea, 0.1 g of N,N-dimethylaminopyridine (DMAP) and 10 ml of ethanol was refluxed. After the completion of reaction, ethyl acetate was added, and insolubles were then removed by filtration. The filtrate was concentrated under a reduced pressure, and the precipitated crystals were then removed by filtration. Next, the filtrate was concentrated under a reduced pressure, and the resultant residue was purified by silica gel column chromatography (1:2 acetone/ethyl acetate) to obtain 0.25 g of 1-[(tetrahydro-2-furanyl) methyl]-2(nitroimino)imidazolidine as a pale yellow oil.

Workup

  1. temperaturewas refluxed
  2. additionwas added
  3. custominsolubles were then removed by filtration
  4. concentrationThe filtrate was concentrated under a reduced pressure
  5. customthe precipitated crystals were then removed by filtration
  6. concentrationNext, the filtrate was concentrated under a reduced pressure
  7. customthe resultant residue was purified by silica gel column chromatography (1:2 acetone/ethyl acetate)

Sources & evidence

ORD record
ord-dedeaf3703794d9b836e2eaa4c9d2631
Source dataset
uspto-grants-1997_03
Patent number
US05614527

Reaction notes

Loading…