o-Tolylhydrazine hydrochloride

Base Information

• Chemical Name: o-Tolylhydrazine hydrochloride
• CAS No.: 635-26-7
• Molecular Formula: C7H10N2^.HCl
• Molecular Weight: 158.631
• Hs Code.: 29280090
• European Community (EC) Number: 211-232-9
• NSC Number: 2221
• UNII: TGN955BY8W
• DSSTox Substance ID: DTXSID60212900
• Mol file: 635-26-7.mol

Synonyms:o-Tolylhydrazine hydrochloride;635-26-7;o-tolylhydrazine HCl;(2-methylphenyl)hydrazine hydrochloride;2-Methylphenylhydrazine hydrochloride;1-(2-methylphenyl)hydrazine hydrochloride;2-tolylhydrazine hydrochloride;2-Methyl phenylhydrazine hydrochloride;o-Tolylhydrazinium(1+) chloride;Hydrazine, (2-methylphenyl)-, monohydrochloride;EINECS 211-232-9;(2-methylphenyl)hydrazine;hydrochloride;NSC-2221;MFCD00012925;Hydrazine, o-tolyl-, monohydrochloride;1-o-tolylhydrazine hydrochloride;o-METHYLPHENYLHYDRAZINE HCl;2-methylphenylhydrazinehcl;tolylhydrazine hydrochloride;O-Tolylhydrazne hydrochlorde;tolyl hydrazine hydrochloride;TGN955BY8W;SCHEMBL460155;o-tolyl hydrazine hydrochloride;o-tolyl-hydrazine hydrochloride;0-Tolyl hydrazine hydrochloride;DTXSID60212900;NSC2221;NSC 2221;STR02353;o-Tolylhydrazine hydrochloride, 97%;2-methylphenyl hydrazine hydrochloride;2-Methylphenyl)hydrazine hydrochloride;o-methylphenyl hydrazine hydrochloride;AKOS008029886;(2-methylphenyl)hydrazine.hydrochloride;CS-W007773;SB76036;N-(2-Methylphenyl)hydrazine hydrochloride;SY004795;AM20061053;FT-0632696;T0318;EN300-08027;Hydrazine, (2-methylphenyl)-, hydrochloride (1:1);J-523843;Z56933829;F0001-1724

Chemical Property of o-Tolylhydrazine hydrochloride

Chemical Property:

• Appearance/Colour: beige crystalline powder
• Vapor Pressure: 0.0766mmHg at 25°C
• Melting Point: 190 °C (dec.)(lit.)
• Boiling Point: 227.7 °C at 760 mmHg
• Flash Point: 104.1 °C
• PSA: 38.05000
• LogP: 2.85590
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: alcohol: soluble
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 158.0610761
• Heavy Atom Count: 10
• Complexity: 83

Purity/Quality:

99% ^*data from raw suppliers

o-Tolylhydrazine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=CC=C1NN.Cl
• Uses: o-Tolylhydrazine Hydrochloride is a reagent used in the organic syntheses such as opioid receptor antagonists as well as adenosine receptor antagonists as well as adenosine receptor antagonists. o-Tolylhydrazine hydrochloride has been used in the preparation of o-tolylhydrazone of D-galactose.

Technology Process of o-Tolylhydrazine hydrochloride

There total 2 articles about o-Tolylhydrazine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 39.5%

2-methylphenylhydrazine (529-27-1) → o-tolylhydrazine hydrochloride (635-26-7)

Guidance literature:

With hydrogenchloride; at 65 ℃;

Reference yield:

o-toluidine (95-53-4) → o-tolylhydrazine hydrochloride (635-26-7)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; sodium nitrite; Yield given. Multistep reaction; 1.) water, 30 min, 2.) water, 1 h;

DOI:10.1002/jhet.5570320101

Reference yield: 93.0%

o-tolylhydrazine hydrochloride (635-26-7) → bis(2-methylphenyl)disulfide (4032-80-8)

Guidance literature:

With sulfur; oxygen; sodium t-butanolate; In water; at 100 ℃; for 4h; under 3000.3 Torr; Sealed tube; Schlenk technique;

upstream raw materials:

o-toluidine

2-methylphenylhydrazine

Downstream raw materials:

6-methyl-1,3,4,5-tetrahydro-thiopyrano[4,3-b]indole

[1,3]thiazinan-2-one o-tolylhydrazone

o-tolylthiosemicarbazide

4-(3,5-dimethyl-1-o-tolyl-1H-pyrazol-4-ylazo)-N-thiazol-2-yl-benzenesulfonamide

Refernces

A practical synthesis of 1-N-SEM-Protected 3-Iodo-7-methyl-2-piperidin-3- ylindole

10.1055/s-0029-1217110

The research aims to develop an efficient and convenient method for synthesizing 1-N-SEM-protected 3-iodo-7-methyl-2-piperidin-3-ylindole, a compound that serves as a scaffold for creating diverse 7-methyl-substituted indole libraries with significant potential for biological activity. The study explores various synthetic steps, starting with the preparation of N-(1-pyridin-3-ylethylidene)-N-o-tolylhydrazine hydrochloride (1) through the reaction of 3-acetylpyridine and 2-methylphenylhydrazine hydrochloride. This compound is then subjected to Fischer cyclization with zinc(II) chloride in glacial acetic acid to produce 7-methyl-2-pyridin-3-yl-1H-indole (2). Subsequent selective hydrogenation using platinum(IV) oxide yields 7-methyl-2-piperidin-3-yl-1H-indole (4), which is then protected with tert-butyloxycarbonyl (Boc) to form 3-(7-methyl-1H-indol-2-yl)piperidine-1-carboxylic acid tert-butyl ester (5). The final step involves C-3 iodination followed by N-SEM protection to obtain the desired compound 3. The study concludes that this modified synthetic procedure is efficient, flexible, and convenient, requiring only moderate temperatures and providing synthetic flexibility for further chemistries at C-3 and the piperidinyl nitrogen.