Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 15646809 | HCID 15646809 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53974068 | HCID 53974068 | 78.4% |
Reaction Steps
To a solution of 6.2 g of 2-(2,6-dichloroanilino)-phenylglyoxylic acid in 30 ml of dimethylformamide were added 3.3 g of anhydrous sodium acetate and then dropwise added 3 ml of ethyl bromide under ice-cooling. The mixture was stirred at room temperature for 10 hours. Thereafter, the reaction mixture was poured into 300 ml of water and the whole mixture was extracted with benzene. The benzene extract was washed with water, dried over anhydrous sodium sulfate and then concentrated. The residue was subjected to column chromatography with silica gel (Wacogel C 200), using etherhexane (1:2) as a developing solvent, to give 5.3 g of ethyl 2-(2,6-dichloroanilino)phenylglyoxylate as yellow crystals. m.p. 84°-85° C. Yield: 78% of theoretical amount
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04166128 |
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| Source dataset | uspto-grants-1979_08 |
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| ORD ID | ord-43e6308868f44bd4a66f9157e6c8a247 |
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| Source note | uspto-grants-1979_08 |
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