Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiabendazole | HCID 5430 | — |
| Reactant | 3,7-Dimethyloct-6-en-1-yl carbonochloridate | HCID 18520975 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 21441751 | HCID 21441751 | 86.6% |
Reaction Steps
11.0 Grams (0.05 moles) of citronellyl chloroformate is added over a period of 1/2 hour to a stirred suspension of 10 grams (0.05 moles) of 2-(4-thiazolyl)benzimidazole and 75 ml. of pyridine at room temperature. The reaction mixture is stirred overnight at room temperature protected from moisture. The solid material is filtered, washed with pryidine and the filtrate and washings evaporated to dryness in vacuo. The residue is dissolved in methylene chloride and the solution washed successively with dilute cold hydrochloric acid, cold water, cold dilute sodium bicarbonate solution and water. The methylene chloride is dried, evaporated to dryness in vacuo affording 16.6 grams of a viscous oil. The oil is chromatographed on a column of silica gel eluting with hexane affording 14.6 grams (76%) of an oil which thin layer chromatography reveals to be pure material and which analyzes as 1-citronellyloxycarbonyl-2-(4-thiazolyl)benzimidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04017505 |
|---|
| Source dataset | uspto-grants-1977_04 |
|---|
| ORD ID | ord-2205d1f6cbe2457d89d577609226fe36 |
|---|
| Source note | uspto-grants-1977_04 |
|---|