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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 274469Generated: October 25, 2026

1,3,4-Thiadiazol-2-amine → 5-(Imidazo-[2,1-b]-1,3,4-thiadiazol-6-yl)-3-nitropyrocatechol

https://huagongshe.com/reaction/274469

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,4-Thiadiazol-2-amineHCID 19909—
Reactant2-Bromo-1-(3,4-dihydroxy-5-nitro-phenyl)-ethanoneHCID 21845596—
Solvent1-ButanolHCID 263—
Product5-(Imidazo-[2,1-b]-1,3,4-thiadiazol-6-yl)-3-nitropyrocatecholHCID 21459093—

Reaction Steps

A solution of 1.38 g of 2-bromo-3',4'-dihydroxy-5'-nitroacetophenone and 505.7 mg of 2-amino-1,3,4-thiadiazole in 25 ml of n-butanol is heated to boiling under reflux for 7 hours. The reaction mixture is then cooled to room temperature and the separated crystals are filtered under suction. There is obtained 5-(imidazo-[2,1-b]-1,3,4-thiadiazol-6-yl)-3-nitropyrocatechol of m.p. 278°-280° (from methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05389653
Source datasetuspto-grants-1995_02
ORD IDord-6c05c0db42184ebc9d1e5bc9922b6e4f
Source noteuspto-grants-1995_02