6-amino-1H-indazole-7-carboxylic acid

Base Information

• Chemical Name: 6-amino-1H-indazole-7-carboxylic acid
• CAS No.: 73907-95-6
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10351979
• Wikidata: Q72438276
• Mol file: 73907-95-6.mol

Synonyms:6-amino-1H-indazole-7-carboxylic acid;73907-95-6;6-Amino-1H-indazole-7-carboxylicacid;SCHEMBL4083790;DTXSID10351979;MFCD03856017;STK682542;AKOS005597003;DS-1743;PS-3657;1H-Indazole-7-carboxylic acid,6-amino-;AC-25197;FT-0757304;EN300-719372;6-amino-1H-indazole-7-carboxylic acid, AldrichCPR

Chemical Property of 6-amino-1H-indazole-7-carboxylic acid

Chemical Property:

• Melting Point: 177 °C (decomp)
• Boiling Point: 501.6±35.0 °C(Predicted)
• PKA: 16.17±0.40(Predicted)
• PSA: 92.00000
• Density: 1.611
• LogP: 1.42450
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 221

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Amino-1H-indazole-7-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C2=C1C=NN2)C(=O)O)N

Technology Process of 6-amino-1H-indazole-7-carboxylic acid

There total 6 articles about 6-amino-1H-indazole-7-carboxylic acid 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: 87.0%

pyrrolo<2,3-g>indazole-7,8-dione (73907-94-5) → 6-aminoindazole-7-carboxylic acid (73907-95-6)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; at 100 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)77398-9

Reference yield:

6-amino-1H-indazole (6967-12-0) → 6-aminoindazole-7-carboxylic acid (73907-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium sulfate, hydroxylamine hydroxhloride, konz. HCl / H₂O / 1) heated slowly to reflux over 4h, 2) 30 min. reflux

2: concentrated sulfuric acid / 0.5 h / 80 °C

3: 72 percent / aqueous sodium hydroxide, hydrogen peroxide / 1) 50-60 deg C, 2) RT overnight

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium sulfate; In water;

DOI:10.1021/jo01303a027

Reference yield:

6-amino-1H-indazole (6967-12-0) → 6-aminoindazole-7-carboxylic acid (73907-95-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / conc. HCl, sodium sulfate hydrate, hydroxylamine hydrochloride / H₂O / 0.03 h / Heating

2: 85 percent / conc. sulfuric acid / 0.17 h / 80 °C

3: 10percent aq. NaOH, 10percent aq. hydrogen peroxide / 0.17 h / 100 °C

With hydrogenchloride; sodium hydroxide; sulfuric acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium sulfate; In water;

upstream raw materials:

pyrrolo<2,3-g>indazole-7,8-dione

6-amino-1H-indazole

6-(hydroximinoacetyl)-amino-1H-indazole hydrochloride

6-(isonitrosoacetamido)indazole

Downstream raw materials:

6-(β-benzoylthioureido)indazole-7-carboxylic acid

prox-benzoisoallopurinol

6-amino-7-indazolecarboxaldehyde

ethyl 6-aminoindazole-7-carboxylate

Refernces

• 1、 Lichtenthaler, Frieder W.,Cuny, Eckehard. "SYNTHESIS OF A -LINKED PYRAZOLOQUINAZOLINONE". . p. 1053 - 1059. Retrieved 2007/10/02.
• 2、 Foster, Robert H.,Leonard, Nelson J.. "Synthesis of prox-Benzoisoallopurinol". . p. 3072 - 3077. Retrieved 2007/10/02.