Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | Carbamic acid, ethyl ester | HCID 5641 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 21465855 | HCID 21465855 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 102166485 | HCID 102166485 | 93% |
Reaction Steps
0.025 mol of hydroxypropyl cellulose (DS 0.9) and 0.0125 mol of triethylamine are refluxed for 30 minutes in 150 g of dioxane. 0.05 mol of stearoyl isocyanate is then added dropwise and the suspension is stirred under reflux for 9 hours. In the course of this a highly viscous. clear solution is formed. The product is precipitated from acetonitrile, filtered under suction, washed with acetone and dried under a slight vacuum. A white product, which forms a melt of low viscosity at 210° C. and contains bis-stearoyl urea, is obtained in a yield of 93%. (FT-IR: C═O stretching vibration, urethane 1720 cm−1; C═O stretching vibration, urea 1615 cm−1; N—H deformation vibration, urea 1575 cm−1). To control the IR spectra, the bis-stearoyl urea was prepared directly by reacting 0.05 mol of stearoyl isocyanate with 0.1 mol of water in 100 g of dioxane, the precipitated urea was filtered off and the FT-IR spectrum was recorded: (FT-IR: C═O stretching vibration, urea 1615 cm−1; N—H deformation vibration, urea 1575 cm−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06403787B2 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-7d9708e1e5bf42adbc7372a86a5d938c |
|---|
| Source note | uspto-grants-2002_06 |
|---|