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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385017Generated: October 29, 2026

Formaldehyde → 3-(3-Cyano-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazole

https://huagongshe.com/reaction/385017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-AminothiophenolHCID 8713—
ReactantBenzothiazolineHCID 96588—
Reactant3-Cyano-4-methoxy-5-trifluoromethylbenzoylchlorideHCID 86668150—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
Product3-(3-Cyano-4-methoxy-5-trifluoromethylbenzoyl)-2,3-dihydro-1,3-benzothiazoleHCID 68107957—

Reaction Steps

2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (5.00 g) and 37% formalin (3.0 mL) in the same manner as in the synthesis of Example 1 was dissolved in chloroform (50 mL), and triethylamine (11.1 mL) and 3-cyano-4-methoxy-5-trifluoromethylbenzoylchloride were added to the solution, and then the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure and water was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was used for the synthesis of (j).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-b9cb40b7aaf84c18bceea5d0fdfa9df8
Source noteuspto-grants-2013_02