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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1294726Generated: October 30, 2026

Dimethylformamide → HCID 136380450, compound

https://huagongshe.com/reaction/1294726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3,5-DibromosalicylaldehydeHCID 7024—
ReactantP-ToluenesulfonylhydrazideHCID 15303—
Reactant4-(4-Carboxyphenyl)-3-thiosemicarbazideHCID 2757378—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 136380450HCID 13638045042.3%

Reaction Steps

A solution of 4-(4-carboxyphenyl)-3-thiosemicarbazide (25 mg, 0.12 mmol) and 3,5-dibromo-2-hydroxybenzaldehyde (40 mg, 0.144 mmol) in dimethylsulfoxide (1 mL) was shaken with 4 Å molecular sieves for 18 h. Dimethylformamide (1 mL) was added, followed by PS-TsNHNH2 resin (80 mg, 0.230 mmol), shaking continued for 24 h, then the resin filtered off. The solution was chromatographed by reverse phase HPLC (CombiPrep ODS-A, 10–90% acetonitrile/water+0.1% trifluoroacetic acid) to give the title compound (24 mg, 42%) as a solid. MS (ES−) m/e 470, 472, 474 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07241783B2
Source datasetuspto-grants-2007_07
ORD IDord-075aa30ca32c4db284198b22d8e8eee1
Source noteuspto-grants-2007_07