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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5014Generated: October 28, 2026

2-Hydrazinyl-6-methoxy-1,3-benzothiazole → 5-(4-Chlorophenyl)-3-(3-hydroxypropyl)-1-(6-methoxy-2-benzothiazolyl)pyrazole

https://huagongshe.com/reaction/5014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Hydrazinyl-6-methoxy-1,3-benzothiazoleHCID 1987846—
Reactant1-(4-Chlorophenyl)-6-hydroxyhexan-1,3-dioneHCID 14497414—
SolventMethanolHCID 887—
SolventPyridineHCID 1049—
Product5-(4-Chlorophenyl)-3-(3-hydroxypropyl)-1-(6-methoxy-2-benzothiazolyl)pyrazoleHCID 1979756480.9%

Reaction Steps

6-(4-Chlorophenyl)-4,6-diketohexanol (14.43 g, 60 mM) was treated with 2-hydrazino-6-methoxybenzothiazole (11.72 g, 60 mM) in pyridine (10 ml) and MeOH (300 ml) at reflux for 72 hr. Work-up as described in Example 1 followed by recrystallization from MeOH afforded the title compound 6 as a white solid (19.4 g), mp=123°-125° C.; NMR(CDCl3) δ 6.3 (s, 1H, C4 -H); MS, m/e 399 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242940
Source datasetuspto-grants-1993_09
ORD IDord-c264e2331d7b4273ae53b165f3a42301
Source noteuspto-grants-1993_09