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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656459Generated: October 31, 2026

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

https://huagongshe.com/reaction/1656459

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-formyl-6-nitrobenzoateHCID 346007—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttrans-4-amino-3,4-dihydro-2,2-dimethyl-6-trifluoromethylsulfonyl 2H-1-benzopyran-3-olHCID 15036014—
CatalystZincchlorideHCID 3007855—
Producttrans-3,4-Dihydro-2.2-dimethyl-4-(7-nitro-1-oxoisoindolin-2-yl)-6-trifluoromethylsulfonyl-2H-1-benzopyran-3-olHCID 6790272480.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05254578
Source datasetuspto-grants-1993_10
ORD IDord-0b5b3c6b99a34271872cc204ec4f23a1
Source noteuspto-grants-1993_10