HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Isocyanato-1,1-dimethoxyethane → 1-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Isocyanato-1,1-dimethoxyethane | HCID 15455641 | — |
| Reactant | Benzaldehyde 4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl hydrazone | HCID 86754869 | — |
| Catalyst | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-Benzylidene-2-[4-(4-chloro-alpha-cyanobenzyl)-3,5-dichlorophenyl]-4-(2,2-dimethoxyethyl)semicarbazide | HCID 54384870 | 87.8% |
Reaction Steps
In 20 ml of acetonitrile was suspended 3.2 g of benzaldehyde 4-(4-chloro-α-cyanobenzyl)-3,5-dichlorophenyl hydrazone. To the suspension were added 1.5 g of 2,2-dimethoxyethyl isocyanate and 20 mg of DBU. The reaction was allowed to proceed for one hour at room temperature, then the resulting crystalline precipitate was collected by filtration, which was washed with hexane, followed by drying to afford 3.7 g of the titled compound as colorless crystals, m.p.190-191° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211178B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-7be63c5bd358412eadf060c3f72230a0 |
| Source note | uspto-grants-2001_04 |