Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | HCID 13254210 | HCID 13254210 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13254211 | HCID 13254211 | 74% |
Reaction Steps
A 2.07 g (10 mmol) quantity of 1-neohexyl-3-(2-chloroethyl) urea was dissolved in 15 ml of concentrated HCl:ethanol, 2:1, at 10° C., and 690 mg (10 mmol) sodium nitrite dissolved in 3 ml of water was added. Stirring at 5° C. continued for 1.5 hrs. and the precipitate was washed with four 25 ml portions of distilled water. After drying in vacuo overnight, 1.7 g (74%) of the product was obtained which melted at 43.0°-43.5° C. (decomposes). IR analysis showed peaks at 1705/cm (C=O) and 1525/cm (C--N=O). NMR: singlet (9H) at 0.9 ppm, multiplet (2H) at 1.3 ppm, symmetrical multiplet (6H) at 3.8 ppm. No evidence of isomeric material was detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04423076 |
|---|
| Source dataset | uspto-grants-1983_12 |
|---|
| ORD ID | ord-908605765dd244858a273541dec2315d |
|---|
| Source note | uspto-grants-1983_12 |
|---|