Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 4-Iodo-3-nitroaniline | HCID 284950 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66744359 | HCID 66744359 | 94% |
Reaction Steps
To a solution of 4-iodo-3-nitroaniline (1.320 g, 5 mmol) in DCM (50 mL) and pyridine (0.445 mL, 5.50 mmol) at 0° C. was added methyl chloroformate (0.407 mL, 5.25 mmol) dropwise. After stirring at 0° C. for 3 h, HPLC analysis showed the reaction to be complete. The reaction was then diluted with DCM, washed with brine and dried over MgSO4 to yield the crude product. The crude product was then dissolved in minimal DCM (˜20 mL) and hexane (200 mL) was added to give a yellow suspension. Filtered the solid rinsing with hexane and air-dried the solids to obtain a yellow solid as the desired product (1.51 g, 94%). MS (ESI) m/z: 322.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08901115B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-bf7501ddfd444f15a6f0d89b8bfd754c |
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| Source note | uspto-grants-2014_12 |
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