Diethyl Ether → HCID 19091378, compound

HRID 487881Notes

Reaction equation

HRID 487881 reaction equation
CON=[CH:4][CH2:5][N:6]1[CH2:10][CH2:9][O:8][C:7]1=[O:11].[CH2:12]([NH2:15])[CH2:13][NH2:14].[CH3:16]COCC>C(O)C>[NH:14]1[CH2:13][CH2:12][N:15]=[C:16]1[CH2:4][CH2:5][N:6]1[CH2:10][CH2:9][O:8][C:7]1=[O:11]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 3301EthylenediamineHCID 54543805HCID 54543805, compound

Product 1

HCID 19091378HCID 19091378, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 25.8 g (0.15 mol) of N-[2-(methoxyimino)ethyl]oxazolidinone 22 and 9 g (0.15 mol) of ethylenediamine in 50 mL of absolute ethanol was refluxed for 30 min. After cooling to room temperature, the mixture was treated with ether until crystals separated and then was refrigerated for 3 days. The colorless crystals were filtered and dried to give 19.9 g (73%) of 23: mp 118°-123° C.; 1H NMR (CDCl3) δ 2.54 (t, 2, --CH2 --C(=N) 3.57 (s, 4, =NCH2CH2 --NH), 3.62 (m, 4, --CH2NCH2), 4.32 (m, 2, --OCH2), 4.57 (b, NH). Anal. C8H13N3O2): C, 52.25; H, 7.15; N, 22.80.

Workup

  1. temperaturewas refluxed for 30 min
  2. customseparated
  3. filtrationThe colorless crystals were filtered
  4. customdried

Sources & evidence

ORD record
ord-fa67ca4614e54e9a96abb82499e19376
Source dataset
uspto-grants-1994_03
Patent number
US05298499

Reaction notes

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