288-92-6 Usage
Description
1,2,4-Thiadiazole is a five-membered, unsaturated, conjugated heteroaromatic, consisting of one sulfur atom and two nitrogen atoms in which one is adjacent to sulfur and the other is one carbon apart in the ring. It is a π-excessive heterocycle but relatively π deficient at carbon atoms. The π electron density at C5 is lowest (0.7888) and therefore nucleophilic substitution is facile at this site.
Physical properties
The chemical shift for C3-H appeared at δ 8.66 ppm in 5-phenyl-1,2,4-thiadiazole, while the C5-H proton resonated further downfield at δ 9.9 ppm in 3-phenyl-1,2,4-thiadiazole. This indicated that C5-H is highly deshielded compared to C3-H. A comparative study of the 13C spectra of a variety of 1,2,4-thiadiazoles revealed that generally C3 resonated (δ 148–188 ppm) upfield compared to C5 (δ 161–201 ppm).
Chemical Reactivity
Though 1,2,4-thiadiazole is a π-excessive heterocycle the electron density at both carbon atoms C3 and C5 is low but lowest at C5 due to the presence of two pyridine-like nitrogen atoms. As a result, electrophiles do not attack both the sites but are prone to nucleophilic attack. The electrophiles preferentially attack N4 compared to N2 and form quaternary salts. The parent 1,2,4-thiadiazole is sensitive to acid, alkali, oxidizing, and reducing agents.
Check Digit Verification of cas no
The CAS Registry Mumber 288-92-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,8 and 8 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 288-92:
(5*2)+(4*8)+(3*8)+(2*9)+(1*2)=86
86 % 10 = 6
So 288-92-6 is a valid CAS Registry Number.
InChI:InChI=1/C2H2N2S/c1-3-2-5-4-1/h1-2H
288-92-6Relevant articles and documents
Trisubstituted heterocyclic compounds and their use as fungicides
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, (2008/06/13)
Compounds of general formula (I): in which:Het represents a five or six membered saturated, partially unsaturated or aromatic ring containing between one and six heteroatoms of the group N, O, S, in which the heterocycle is substituted in an adjacent manner with -P-Q1-T-Q2, -GZ and Y, such that the substituant -GZ is adjacent to both. the other substituants being as defined in the description,process for preparing these compounds,fungicidal compositions comprising these compounds,processes for treating plants by applying these compounds or compositions.
Heteroaryl-phenyl substituted factor Xa inhibitors
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, (2008/06/13)
The present application describes heteroaryl-phenyl substituted compounds and derivatives thereof, or pharmaceutically acceptable salt or prodrug forms thereof, which are useful as inhibitors of factor Xa.
Benzimidazolinones, benzoxazolinones, benzopiperazinones, indanones, and derivatives thereof as inhibitors of factor Xa
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, (2008/06/13)
The present application describes inhibitors of factor Xa of formula I: or pharmaceutically acceptable salt forms thereof, wherein W, W1, W2, and W3may be N or C and J, Ja, and Jbcombine to form a substituted carbocycle or heterocycle.