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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630419Generated: October 31, 2026

Methanol → HCID 67469370, compound

https://huagongshe.com/reaction/630419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantMethyl 4-amino-5-iodo-2-methoxybenzoateHCID 15700587—
ReactantHCID 178514179HCID 178514179—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
ProductHCID 67469370HCID 6746937076%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of methyl 4-amino-5-iodo-2-methoxybenzoate (intermediate 128; 5 g, 16.28 mmol) and dicyanozinc (1.5 g, 12.77 mmol) in dimethylformamide (50 mL) in a slenck vessel was degasified with nitrogen. Then tetrakis (1 g, 0.87 mmol) was added and the reaction mixture was stirred at 80° C. for 2 hours. Water was added into the reaction mixture and the crude was extracted with ethyl acetate, the organic layer was washed with brine, dried and the solvent was removed under reduced pressure. The crude obtained was treated with methanol and ether to obtain the title compound as a yellow solid (76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315463B2
Source datasetuspto-grants-2016_04
ORD IDord-4c12ff883106411f8551a7e0b8f78730
Source noteuspto-grants-2016_04