HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Isocyanate → 9-(N-carbazolyl)-5,7-nonadiyn-1-ol methylurethane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | 5-Hexyn-1-ol | HCID 70234 | — |
| Reactant | 9-(prop-2-yn-1-yl)-9H-carbazole | HCID 284443 | — |
| Reactant | 6-Bromo-hex-5-yn-1-ol | HCID 12174715 | — |
| Reactant | 9-(N-carbazolyl)-5,7-nonadiyn-1-ol | HCID 23336344 | — |
| Reactant | Sodium hypobromite | HCID 23673712 | — |
| Product | 9-(N-carbazolyl)-5,7-nonadiyn-1-ol methylurethane | HCID 86736147 | — |
Reaction Steps
For example, 9-(N-carbazolyl)-5,7-nonadiyn-1-ol (5) is synthesized in about 80% yield by cross coupling of 3-(N-carbazolyl)-1-propyne (3) with 6-bromo-5-hexyn-1-ol (6), which, in turn, is synthesized from 5-hexyn-1-ol with sodium hypobromite. Reaction of (5) with methylisocyanate (7) gives 9-(N-carbazolyl)-5,7-nonadiyn-1-ol methylurethane (8) in almost quantitative yield. ##STR12##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04208501 |
| Source dataset | uspto-grants-1980_06 |
| ORD ID | ord-e0bc1285c5e84291b550a4ede786c987 |
| Source note | uspto-grants-1980_06 |