HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-1,2-propanediol → N′-(2-Chloroethyl)-N-(2,3-dihydroxypropyl)-N-propylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-1,2-propanediol | HCID 7290 | — |
| Reactant | Propylamine | HCID 7852 | — |
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | HCID 86736769 | HCID 86736769 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | N′-(2-Chloroethyl)-N-(2,3-dihydroxypropyl)-N-propylurea | HCID 54573596 | 42.6% |
Reaction Steps
A mixture of 3.3 g of 3-chloro-1,2-dihydroxy-n-propane and 8 g of n-propylamine is allowed to stand at room temperature for 5 days. The reaction mixture is condensed to dryness under reduced pressure, whereby 5.0 g of N-n-propyl-2,3-dihydroxy-n-propylamine hydrochloride are obtained as a crude product. 5.0 g of said crude product and 3 g of triethylamine are dissolved in 40 ml of methanol. 3.2 g of 2-chloroethyl isocyanate are added to the solution at 0° to 5° C. Then, the reaction mixture is treated in the same manner as described in Example 62-(1). 3.0 g of 1-(2-chloroethyl)-3-n-propyl-3-(2,3-dihydroxy-n-propyl)urea are obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04182757 |
| Source dataset | uspto-grants-1980_01 |
| ORD ID | ord-15cf632e75f04b50a616a8c4734b0513 |
| Source note | uspto-grants-1980_01 |