2-Amino-5-methylbenzohydrazide

Base Information

• Chemical Name: 2-Amino-5-methylbenzohydrazide
• CAS No.: 28461-49-6
• Molecular Formula: C8H11 N3 O
• Molecular Weight: 165.195
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID90378947
• Wikidata: Q82168550
• Mol file: 28461-49-6.mol

Synonyms:2-amino-5-methylbenzohydrazide;28461-49-6;2-amino-5-methylbenzene-1-carbohydrazide;2-Amino-5-methyl benzene-1-carbohydrazide;2-Amino-5-methylbenzhydrazide;2-azanyl-5-methyl-benzohydrazide;DTXSID90378947;MFCD00111324;AKOS002666247;PS-4133;CS-0450457;FT-0638779;A819460

Chemical Property of 2-Amino-5-methylbenzohydrazide

Chemical Property:

• Melting Point: 133 °C
• Refractive Index: 1.623
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 81.14000
• Density: 1.219g/cm³
• LogP: 1.85310
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 165.090211983
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-5-methylbenzoic acid hydrazide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)N)C(=O)NN

Technology Process of 2-Amino-5-methylbenzohydrazide

There total 5 articles about 2-Amino-5-methylbenzohydrazide 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: 89.0%

6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione (4692-99-3) → 2-Amino-5-methylbenzoic Acid Hydrazide (28461-49-6)

Guidance literature:

With hydrazine hydrate; In ethanol;

Reference yield: 61.0%

2-amino-5-methylbenzoic acid methyl ester (18595-16-9) → 2-Amino-5-methylbenzoic Acid Hydrazide (28461-49-6)

Guidance literature:

With hydrazine; In ethanol; at 60 ℃; for 15h;

DOI:10.3987/com-05-s(t)9

Reference yield:

2-Amino-5-methylbenzoic acid (2941-78-8) → 2-Amino-5-methylbenzoic Acid Hydrazide (28461-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 14 h / Heating

2: aq. hydrazine hydrate / Heating

With thionyl chloride; hydrazine hydrate;

DOI:10.3797/scipharm.aut-03-28

upstream raw materials:

6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione

2-amino-5-methylbenzoic acid methyl ester

2-Amino-5-methylbenzoic acid

Downstream raw materials:

4-Methyl-2-(5-methyl-1,3,4-oxadiazol-2-yl)benzeneamine

dimethyl-2,7 dihydro-3,4 benzotriazepine-1,3,4 (5H) one-5

amino-3 dimethyl-2,6 (3H) quinazolinone-4

5-(2-Amino-5-methyl-phenyl)-3H-[1,3,4]oxadiazol-2-one

Refernces

• 1、 Zhang, Guo-Hai,Yuan, Jing-Mei,Qian, Gang,Gu, Chen-Xi,Wei, Kai,Mo, Dong-Liang,Qin, Jiang-Ke,Peng, Yan,Zhou, Zu-Ping,Pan, Cheng-Xue,Su, Gui-Fa. "Phthalazino[1,2-b]quinazolinones as p53 Activators: Cell Cycle Arrest, Apoptotic Response and Bak-Bcl-xl Complex Reorganization in Bladder Cancer Cells". . p. 6853 - 6866. Retrieved 2017/09/07.
• 2、 El-Azzounyl, Aida A.,Maklad, Yousreya A.,Bartsch, Herbert,Zaghary, Wafaa A.,Ibrahim, Waleed M.,Mohamed, Mosaad S.. "Synthesis and Pharmacological Evaluation of Fenamate Analogues: 1,3,4-Oxadiazol-2-ones and 1,3,4-Oxadiazole-2-thiones". . p. 331 - 356. Retrieved 2007/10/03.