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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928943Generated: October 31, 2026

Methanesulfonic Acid → HCID 89704810, compound

https://huagongshe.com/reaction/928943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSulfolaneHCID 31347—
ReactantTrifluoromethanesulfonic acidHCID 62406—
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 89704808HCID 89704808—
SolventAcetic AcidHCID 176—
SolventFormic AcidHCID 284—
SolventDimethyl SulfoxideHCID 679—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
SolventHexamethylphosphoramideHCID 12679—
SolventDimethylacetamideHCID 31374—
Solvent2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
ProductHCID 89704810HCID 89704810—

Reaction Steps

Methyl 4-fluoro-5((2-fluorophenyl)amino)benzo[d]thiazole-6-carboxylate can be reacted with halogenations reagent (such as NIS) in the presence of acid (such as trifluoroacetic acid, trifluoromethanesulfonic acid, methanesulfonic acid, formic acid, acetic acid) at ambient temperature in appropriate solvent (include aliphatic and aromatic hydrocarbon (such as pentane, hexane, heptane, cyclohexane, petroleum ether, petrol, gasoline, benzene, toluene, xylene), aliphatic and aromatic halo-hydrocarbon (such as dichloromethane, 1,2-dichloroethane, chloroform, phenixin, chlorobenzene, o-dichlorobenzene), ether (such as diethyl ether, dibutyl ether, glycol dimethyl ether, 2-methoxyethyl ether, tetrahydrofuran, dioxane), ketone (such as acetone, methyl ethyl ketone, methyl isopropyl ketone, methyl isobutyl ketone), ester (such as ethyl acetate, methyl acetate), nitrile (such as acetonitrile, propiononitrile), amide (such as N,N-dimethylformamide, N,N-dimethylacetamide and N-methylpyrrolidin-2-one), DMSO, sulfolane, HMPA, DMPU, prefer N,N-dimethylformamide and N,N-dimethylacetamide) for some time (1-12 h, prefer 3-10 h). Methyl 4-fluoro-5-((2-fluoro-4-iodophenyl)amino)benzo[d]thiazole-6-carboxylate is obtained after conventional workup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290468B2
Source datasetuspto-grants-2016_03
ORD IDord-5bc2530872be4c6293e27d91ecb973b8
Source noteuspto-grants-2016_03