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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898162Generated: October 31, 2026

Sodium Hydroxide → HCID 53239586, compound

https://huagongshe.com/reaction/1898162

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantTrimethylsilyl isocyanateHCID 70696—
ReactantHCID 57942158HCID 57942158—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53239586HCID 53239586—

Reaction Conditions

Temperature75 °C

Reaction Steps

N-(2-(2-Amino-6-chlorobenzoyl)-5-chloro-pyridin-3-yl)-4-chloro-3-(trifluoromethyl)benzenesulfonamide (26 mg, 0.05 mmol) in THF (2 mL) was treated with TMS-isocyanate (100 mg) and AcOH (0.5 mL) and then stirred at 75° C. for 12 h. To the mixture was added MeOH (0.5 mL), followed by NaOH (5 N, 1 mL), and the resultant mixture stirred at 75° C. for another 2 h. To the mixture was added AcOH (0.5 mL), and the mixture was purified through HPLC and dried (lyophilizer) to afford the title compound: 1H NMR (400 MHz, CDCl3) δ 8.82 (s, 2H), 8.34 (d, 1H), 8.14 (d, 1H), 7.90 (dd, 1H), 7.66 (d, 1H), 7.46 (s, 1H), 7.16 (t, 1H), 6.90 (d, 2H), 6.81 (d, 1H), 6.14 (d, 1H); MS (ES) (M+H)+ expected 550.9. found 550.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519135B2
Source datasetuspto-grants-2013_08
ORD IDord-c9f56cdef60043739c47649fcfd974dd
Source noteuspto-grants-2013_08