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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1010685Generated: October 30, 2026

Sodium Hydroxide → (3-Benzyloxy-5-bromo-phenyl)thiourea

https://huagongshe.com/reaction/1010685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-[(3-benzyloxy-5-bromophenyl)carbamothioyl]benzamideHCID 57813640—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product(3-Benzyloxy-5-bromo-phenyl)thioureaHCID 5781360594%

Reaction Conditions

Temperature65 °C

Reaction Steps

To an ice-cold solution of 1-benzoyl-3-(3-benzyloxy-5-bromo-phenyl)-thiourea (33.0 g, 74.70 mmol) in THF (500.0 mL) was added a solution of NaOH (15.0 g, 375.0 mmol) in H2O (180.0 mL). The resulting reaction mixture was stirred at 65° C. for 15 h. The reaction mass was then cooled to room temperature, added water and extracted with EtOAc (3×1.0 L). The combined organics was washed with water, dried over anhydrous Na2SO4 and concentrated under reduced pressure to get the desired compound (23.50 g, 94%) that was carried forward to the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977340B2
Source datasetuspto-grants-2011_07
ORD IDord-6cc7d5a1a53545a4accf2d34bc63d604
Source noteuspto-grants-2011_07