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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247930Generated: October 31, 2026

Acetic Acid → 4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridin-2-amine

https://huagongshe.com/reaction/2247930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
Reactant4-(2-Aminoethyl)-1,3-thiazol-2-amineHCID 10964631—
SolventMethanolHCID 887—
Product4H,5H,6H,7H-[1,3]thiazolo[5,4-c]pyridin-2-amineHCID 1351968791%

Reaction Steps

A solution of 2-amino-4-(2-aminoethyl)thiazole (1.57 g, 11.0 mmol) in methanol (120 ml) was treated with acetic acid (0.15 ml, 2.6 mmol) and formaldehyde (0.89 ml of a 37% aqueous solution, 11 mmol). After ten minutes, the reaction mixture was concentrated in vacuo and subjected to column chromatography (eluant: 95:4:1 chloroform:methanol:concentrated ammonium hydroxide). The product was obtained as a white solid, m.p. 169°-173° (1.547 g, 10.0 mmol, 91% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05037834
Source datasetuspto-grants-1991_08
ORD IDord-8a18b5a5b91349bd9cd24531c8594944
Source noteuspto-grants-1991_08