Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | N,N-Diethylethylenediamine | HCID 60993 | — |
| Reactant | HCID 14855232 | HCID 14855232 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19869466 | HCID 19869466 | 66.3% |
Reaction Steps
A mixture of 4.70 g (0.029 mole) of 1,1'-carboyldiimidazole and 3.14 g (0.027 mole) of N,N-diethylethylenediamine in 40 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 7.28 g (0.0244 mole) of N-[2-(phenylsulfonyl)ethyl]-4-morpholineethanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and water. The methylene chloride phase was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. The oil was dissolved in methanol, 2 equivalents of oxalic acid were added, and diethyl ether was added. A white solid precipitated to give 10.33 g (66.3%) of the title compound, a white crystalline solid, m.p. 98°-100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04895840 |
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| Source dataset | uspto-grants-1990_01 |
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| ORD ID | ord-f3b342b865bc4de8bf8deab4c5dd7f6f |
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| Source note | uspto-grants-1990_01 |
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