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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 385135Generated: October 27, 2026

Formaldehyde → 3-(3-Cyano-4-methoxybenzoyl)-2,3-dihydro-1,3-benzothiazole

https://huagongshe.com/reaction/385135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactant2-AminothiophenolHCID 8713—
ReactantBenzothiazolineHCID 96588—
Reactant3-Cyano-4-methoxybenzoyl chlorideHCID 20254941—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
Product3-(3-Cyano-4-methoxybenzoyl)-2,3-dihydro-1,3-benzothiazoleHCID 68108685—

Reaction Steps

2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (1.89 g) and 37% formalin (1.25 mL) in the same manner as in Example 1 was dissolved in chloroform (20 mL), and triethylamine (2.08 mL) and 3-cyano-4-methoxybenzoyl chloride were added to the solution, and then the mixture was stirred at room temperature for 2 hours. The organic solvent was distilled off under reduced pressure and 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 (e).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367843B2
Source datasetuspto-grants-2013_02
ORD IDord-54f295efec0b4b65a99d0b418848b883
Source noteuspto-grants-2013_02