132004
p-Toluenesulfonyl hydrazide
97%
Synonym(s):
p-Toluenesulfonhydrazide, p-Toluenesulfonic acid hydrazide, p-Toluenesulfonyl hydrazide, Tosylhydrazide
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All Photos(3)
About This Item
Linear Formula:
CH3C6H4SO2NHNH2
CAS Number:
Molecular Weight:
186.23
Beilstein:
610130
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
powder
mp
103-108 °C (lit.)
SMILES string
Cc1ccc(cc1)S(=O)(=O)NN
InChI
1S/C7H10N2O2S/c1-6-2-4-7(5-3-6)12(10,11)9-8/h2-5,9H,8H2,1H3
InChI key
ICGLPKIVTVWCFT-UHFFFAOYSA-N
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Application
p-Toluenesulfonyl hydrazide was used as a reagent for the preparation of tosylhydrazones. It was used to prepare dipyrazolo[1,5-a:4′,3′-c]pyridines and 1,2,3-selenadiazole derivatives.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Oral - Aquatic Chronic 2 - Self-react. D
Supplementary Hazards
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Journal of the Chemical Society. Perkin Transactions 1, 945-945 (1993)
Journal of the American Chemical Society, 114, 966-966 (1992)
Mousa Al-Smadi et al.
Molecules (Basel, Switzerland), 13(11), 2740-2749 (2008-11-07)
The commercially available aromatic polyketones 1a-d were utilized for the synthesis of the multi-arm1,2,3-selenadiazole derivatives 3a-d. The preparation starts with the reaction between compounds 1a-d and p-toluenesulfonyl hydrazide to give the corresponding tosylhydrazones 2a-d. Subsequent reaction with selenium dioxide leads
Dipyrazolo[1,5-a:4',3'-c]pyridines - a new heterocyclic system accessed via multicomponent reaction.
Wolfgang Holzer et al.
Beilstein journal of organic chemistry, 8, 2223-2229 (2013-02-01)
The synthesis of dipyrazolo[1,5-a:4',3'-c]pyridines is described. Easily obtainable 5-alkynylpyrazole-4-carbaldehydes, p-toluenesulfonyl hydrazide, and an aldehyde or ketone containing an α-hydrogen atom were reacted in a silver triflate catalyzed multicomponent reaction affording new tricyclic compounds with a dipyrazolo[1,5-a:4',3'-c]pyridine core. Detailed NMR spectroscopic
Journal of the American Chemical Society, 115, 2473-2473 (1993)
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