Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-[1-(Thiophen-2-yl)cyclopropyl]methanamine | HCID 15611175 | — |
| Product | HCID 23348526 | HCID 23348526 | — |
Reaction Steps
A solution of 11 parts of potassium hydroxide in 200 parts of water is cooled to about 10° C. and there are added successively 22.8 parts of carbon disulfide and then dropwise 42 parts of 1-(2-thienyl)cyclopropylmethylamine (exothermic reaction). Upon completion, the whole is stirred for 30 minutes at room temperature. Then there are added at 30° C., 29.8 parts of ethyl chloroformate (exothermic reaction: cooling is necessary). The whole is stirred for 3 hours while heating at 50° C. The reaction mixture is cooled and the product is extracted with benzene. The extract is dried, filtered and evaporated. The oily residue is distilled twice, yielding 40 parts of [1-(2-thienyl)cyclopropylmethyl]isothiocyanate; bp. 140°-150° C. at 10 mm pressure; nD20 :1.6008; d2020 :1.1911.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04216217 |
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| Source dataset | uspto-grants-1980_08 |
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| ORD ID | ord-1edbcd7f3a5c415190ae3dd4a84c019f |
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| Source note | uspto-grants-1980_08 |
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