Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 13254213 | HCID 13254213 | — |
Reaction Steps
Isobutylamine (7.3 g, 0.1 mol) was dissolved in 20 ml of diethyl ether and cooled to less than 5° C. Chloroethyl isocyanate (10.5 g, 0.1 mol) dissolved in 15 ml of ether was added maintaining a temperature between 0° and 5° C. with vigorous stirring. Stirring continued an additional 2 hrs. the mixture was cooled to -5° C., and the product (4.1 g, 46%) was filtered and dried in vacuo for 18 hrs. over KOH, MP 79.5° C. (decomposes). IR analysis showed peaks at 1630/cm (C=O) and 1585/cm (N--C=O). NMR: Doublet at 0.9 ppm (J=6.4 Hz), multiplet (1H) at 2.1 ppm, quartet (2H) at 2.9 ppm (J=6.4 Hz), multiplet (4H) at 3.5 ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04423076 |
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| Source dataset | uspto-grants-1983_12 |
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| ORD ID | ord-00845aac159444a7a376562adf592176 |
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| Source note | uspto-grants-1983_12 |
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