Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl (methylsulfinyl)methyl sulfide | HCID 99129 | — |
| Reactant | 2-((2,6-Dichlorophenyl)amino)benzaldehyde | HCID 12906536 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54175266 | HCID 54175266 | 91.1% |
Reaction Steps
In 133 g of dimethylformamide (DMF), 22 g of sodium hydride (55%; oil dispersion) was dispersed and the dispersion was cooled to lower than 25° C., and a solution of 133 g of N-(2,6-dichlorophenyl)anthranilaldehyde in 266 g of DMF was added dropwise during 30 minutes to the dispersion and then 85.5 g of benzyl bromide was added dropwise during 30 minutes and the mixture was stirred at 20° C. for 1 hour and 22 g of sodium hydride (55%; oil dispersion) was added and then, 62 g of formaldehyde dimethyl mercaptal S-oxide was added dropwise during 1 hour at the reaction temperature of lower than 25° C. The precipitate was filtered and washed with methanol and water and dried under a reduced pressure to obtain 210.2 g of 1-[N-benzyl-o-(2,6-dichloroanilino)phenyl]2-methylsulfinyl-2-methylthioethylene as pale yellow crystals. Melting point 194° to 196° C. (benzene)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04189595 |
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| Source dataset | uspto-grants-1980_02 |
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| ORD ID | ord-bd050b22b49f45f5a24abcaa517a857d |
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| Source note | uspto-grants-1980_02 |
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