Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Fluoro-5-formylbenzoic acid | HCID 18525946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 83383404 | HCID 83383404 | 76% |
Reaction Steps
The solution of 2-fluoro-5-formylbenzoic acid (3 g, 17.8 mmol) in methylene chloride (10 mL) was added thionyl chloride (2.0 mL, 26.7 mmol) slowly at 0° C. Then the cold reaction mixture was heated to reflux for 3 h. The solution was cooled to 0° C., added dimethylamine (40 wt. % solution in water, 5 mL) slowly, and then stirred at room temperature for 1 h. The solution was washed with water and brine, the organic layer was dried with Na2SO4 and the solvent was removed to get the desired product (2.4 g, yield 76%). LC-MS (ESI) m/z: 196 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08012976B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-3efaf63340cc494fa2541c017d35a7c9 |
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| Source note | uspto-grants-2011_09 |
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