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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956624Generated: November 2, 2026

Triethylamine hydrofluoride → N-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N'-phenyl-thiourea

https://huagongshe.com/reaction/1956624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrofluorideHCID 10290782—
ReactantN-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N'-phenyl-thioureaHCID 15524278—
SolventAcetonitrileHCID 6342—
Product1-(2-Hydroxy-4-nitrophenyl)-3-phenylthioureaHCID 3865723—
ProductN-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N'-phenyl-thioureaHCID 15524278109.9%

Reaction Steps

N-(2-Hydroxy-4-nitrophenyl)-N'-phenyl-2-thiourea was prepared by treating a solution of N-(2-tert-butyldimethysilyloxy-4-nitrophenyl)-N'-phenyl-thiourea (100 mg, 0.248 mmol) in CH3CN (1 mL) with Et3N·HF (100 uL, 0.62 mmol) in acetonitrile for 10 minutes at 23° C. The solution was concentrated and flushed through a silica plug with EtOAc to afford the desired compound as an orange solid (55 mg, 77%). mp: 144°-145° C.;1H NMR (CD3OD/CDCl3): d 8.65 (d, 1H, J=10.0 Hz), 7.58 (d, 1H, J=10.0 Hz), 7.47 (d, 1H, J=1.25 Hz), 7.26 (m, 4H), 7.10 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780483
Source datasetuspto-grants-1998_07
ORD IDord-bdbadd2064474710956dd6876e637ff3
Source noteuspto-grants-1998_07