Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 2774070 | HCID 2774070 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69291056 | HCID 69291056 | 90% |
Reaction Steps
To a suspension of 8.00 g (35.1 mmol) 3-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-acrylic acid in 40 ml tetrahydrofuran and 0.4 ml N,N-dimethyl formamide, 3.86 ml (45.0 mmol) oxalyl chloride was added dropwise at 0° C. within 10 min. Stirring was continued at 0-5° C. for 30 min. and 2 h at room temperature thereafter. The resulting solution was cooled to 0-5° C. again and then added within 15 min. to 34 ml of an 25% aqueous solution of ammonia. After stirring for 30 min. the precipitated amide was collected, washed with water and dried at 40° C. in vacuo. 7.20 g (90%) 3-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-acrylamide were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07432291B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-3c3f2f3042b247fcb6795e97a159c93c |
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| Source note | uspto-grants-2008_10 |
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