HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-formyl-6-nitrobenzoate → trans-3,4-Dihydro-2.2-dimethyl-4-(7-nitro-1-oxoisoindolin-2-yl)-6-trifluoromethylsulfonyl-2H-1-benzopyran-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-formyl-6-nitrobenzoate | HCID 346007 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | trans-4-amino-3,4-dihydro-2,2-dimethyl-6-trifluoromethylsulfonyl 2H-1-benzopyran-3-ol | HCID 15036014 | — |
| Catalyst | Zincchloride | HCID 3007855 | — |
| Product | trans-3,4-Dihydro-2.2-dimethyl-4-(7-nitro-1-oxoisoindolin-2-yl)-6-trifluoromethylsulfonyl-2H-1-benzopyran-3-ol | HCID 67902724 | 80.2% |
Reaction Steps
Following the procedure and working up described in Example 10, but using 0.326 g of trans-4-amino-3,4-dihydro-2,2-dimethyl-6-trifluoromethylsulfonyl-2H-1-benzopyran-3-ol (prepared from its hydrochloride, in turn prepared as described in Preparation 9), 0.224 g of methyl 2-formyl-6-nitrobenzoate, 0.164 g of zinc chloride and 0.075 g of sodium cyanoborohydride, 0.391 g of the title compound, melting at 283°-284° C., were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05254578 |
| Source dataset | uspto-grants-1993_10 |
| ORD ID | ord-0b5b3c6b99a34271872cc204ec4f23a1 |
| Source note | uspto-grants-1993_10 |