Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Carbon Disulfide | HCID 6348 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-BOC-ethylenediamine | HCID 187201 | — |
| Product | HCID 13278824 | HCID 13278824 | — |
Reaction Steps
Triethylamine (15.5 cc) is added to a solution of 2-tert.-butoxycarbonylamino-ethylamine (17.62 g) in 95% strength ethanol (110 cc), and carbon disulphide (6.65 cc) is introduced dropwise in the course of 10 minutes, whilst maintaining the temperature at between 20° C. and 25° C. The mixture is stirred for 1 hour 30 minutes at 22° C. Methyl iodide (6.85 cc) is then added and the mixture is stirred for 1 hour 30 minutes at 22° C. It is then concentrated to dryness at 20° C. under 20 mm Hg (2.7 kPa), the residue is taken up in ethyl acetate (200 cc), and the organic phase is washed with water (3×100 cc), dried over sodium sulphate, filtered and concentrated to dryness at 20° C. under 20 mm Hg (2.7 kPa). Methyl N-(2-tert.-butoxycarbonylamino-ethyl)-dithiocarbamate (23.2 g) is obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04365062 |
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| Source dataset | uspto-grants-1982_12 |
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| ORD ID | ord-8680553970524a7185719749eebd233b |
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| Source note | uspto-grants-1982_12 |
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