2-Amino-4,5-dimethoxybenzohydrazide

Base Information

• Chemical Name: 2-Amino-4,5-dimethoxybenzohydrazide
• CAS No.: 37429-98-4
• Molecular Formula: C9H13N3O3
• Molecular Weight: 211.221
• DSSTox Substance ID: DTXSID30508145
• Wikidata: Q82364861
• Mol file: 37429-98-4.mol

Synonyms:2-amino-4,5-dimethoxybenzohydrazide;37429-98-4;DTXSID30508145

Chemical Property of 2-Amino-4,5-dimethoxybenzohydrazide

Chemical Property:

• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 211.09569129
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)NN)N)OC

Technology Process of 2-Amino-4,5-dimethoxybenzohydrazide

There total 3 articles about 2-Amino-4,5-dimethoxybenzohydrazide 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: 96.0%

methyl 2-amino-4,5-dimethoxybenzoate (26759-46-6) → 2-amino-4,5-dimethoxybenzohydrazide (37429-98-4)

Guidance literature:

With hydrazine hydrate; for 3h; Reflux;

DOI:10.1002/adsc.201301129

Reference yield: 69.0%

6,7-dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione (20197-92-6) → 2-amino-4,5-dimethoxybenzohydrazide (37429-98-4)

Guidance literature:

With hydrazine hydrate; Ambient temperature;

DOI:10.1021/jm00138a019

Reference yield:

2-Amino-4,5-dimethoxybenzoic acid (5653-40-7) → 2-amino-4,5-dimethoxybenzohydrazide (37429-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 14 h / Heating

2: 95 percent / aq. hydrazine hydrate / Heating

With thionyl chloride; hydrazine hydrate;

DOI:10.3797/scipharm.aut-03-28

upstream raw materials:

6,7-dimethoxy-1H-benzo[d][1,3]oxazine-2,4-dione

methyl 2-amino-4,5-dimethoxybenzoate

2-Amino-4,5-dimethoxybenzoic acid

Downstream raw materials:

5-(2-amino-4,5-dimethoxy-phenyl)-3H-[1,3,4]oxadiazole-2-thione

5-(2-amino-4,5-dimethoxy-phenyl)-3H-[1,3,4]oxadiazol-2-one

ethyl 6,7-dimethoxy-3-{3-[4-(2-methoxyphenyl)piperazin-1-yl]-propanamido}-4-oxo-3,4-dihydroquinazoline-2-carboxylate

ethyl 6,7-dimethoxy-3-{2-[4-(2-methoxyphenyl)piperazin-1-yl]-acetamido}-4-oxo-3,4-dihydroquinazoline-2-carboxylate