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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898378Generated: October 26, 2026

Thionyl Chloride → HCID 178425065, compound

https://huagongshe.com/reaction/1898378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2,4,6-TrifluoroanilineHCID 67765—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178425067HCID 178425067—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178425065HCID 17842506511.2%

Reaction Steps

The title compound was prepared by following the procedure described for Example-108 using 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-35, 0.100 g, 0.268 mmol), thionyl chloride (3.0 mL), 2,4,6-trifluoroaniline (0.059 g, 0.403 mmol), THF (10.0 mL) and DIPEA (3 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 1.52 (s, 6H), 2.24 (s, 3H), 3.10 (s, 2H), 7.24-7.32 (m, 4H), 7.41 (d, J=7.2 Hz, 1H), 7.45 (s, 1H), 9.12 (s, 1H), 10.91 (s, 1H); MS [M+H]+: 501.37.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519149B2
Source datasetuspto-grants-2013_08
ORD IDord-300169fc513e4c0db1351037c58ec3fe
Source noteuspto-grants-2013_08