4-Amino-1,2,5-oxadiazole-3-carbonitrile

Base Information

• Chemical Name: 4-Amino-1,2,5-oxadiazole-3-carbonitrile
• CAS No.: 156463-85-3
• Molecular Formula: C3H2 N4 O
• Molecular Weight: 110.075
• Hs Code.: 29349990
• European Community (EC) Number: 800-086-7
• DSSTox Substance ID: DTXSID00361380
• Wikidata: Q82143695
• Mol file: 156463-85-3.mol

Synonyms:4-amino-1,2,5-oxadiazole-3-carbonitrile;156463-85-3;1,2,5-Oxadiazole-3-carbonitrile, 4-amino-;1,2,5-Oxadiazole-3-carbonitrile,4-amino-(9CI);4-amino-furazan-3-carbonitrile;4-amino-3-cyanofurazan;SCHEMBL5349973;AMY3309;DTXSID00361380;MFCD00235169;STK366159;AKOS000555913;NS-01007;1,2,5-oxadiazole-3-carbonitrile,4-amino-;BB 0258945;CS-0080454;EU-0000154;FT-0679189;D74181;EN300-252409;A809750;J-009302;Z1201619942

Chemical Property of 4-Amino-1,2,5-oxadiazole-3-carbonitrile

Chemical Property:

• Melting Point: 85-87 °C
• Boiling Point: 354.5±52.0 °C(Predicted)
• PKA: -2.53±0.10(Predicted)
• PSA: 88.73000
• Density: 1.54±0.1 g/cm3(Predicted)
• LogP: 0.10468
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 110.02286070
• Heavy Atom Count: 8
• Complexity: 127

Purity/Quality:

97% ^*data from raw suppliers

4-Amino-1,2,5-oxadiazole-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=NON=C1N

Technology Process of 4-Amino-1,2,5-oxadiazole-3-carbonitrile

There total 10 articles about 4-Amino-1,2,5-oxadiazole-3-carbonitrile 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: 77.0%

N'-(4-Cyano-furazan-3-yl)-N,N-dimethyl-formamidine → 3-amino-1,2,5-oxadiazole-4-carbonitrile (156463-85-3)

Guidance literature:

With hydrogenchloride; for 0.0833333h; Heating;

DOI:10.1007/BF01169844

Reference yield: 76.4%

4-amino-1,2,5-oxadiazole-3-carboxylic acid amide (13300-88-4) → 3-amino-1,2,5-oxadiazole-4-carbonitrile (156463-85-3)

Guidance literature:

4-amino-1,2,5-oxadiazole-3-carboxylic acid amide; With oxalyl dichloride; In N,N-dimethyl-formamide; acetonitrile; at 10 - 20 ℃; for 5h;

With pyridine; In N,N-dimethyl-formamide; acetonitrile; for 0.166667h;

Reference yield: 72.0%

4-amino-N-hydroxy-furazan-3-carboxamidine (13490-32-9) → 3-amino-1,2,5-oxadiazole-4-carbonitrile (156463-85-3)

Guidance literature:

With lead(IV) tetraacetate; acetic acid; In acetonitrile; at 10 - 25 ℃; for 3h;

DOI:10.1007/s10593-017-2122-9

upstream raw materials:

amidoxime of 4-aminofurazan-3-carboxylic acid

4-amino-N-hydroxyfurazan-3-carboxamidine

4-amino-N-hydroxy-furazan-3-carboxamidine

4-amino-N’-hydroxy-1,2,5-oxadiazole-3-carboximidamide

Downstream raw materials:

4-amino-N-hydroxy-furazan-3-carboxamidine

4-aminofurazan-3-carboxamidrazone

methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate

2-chloro-3-[5-(cyanomethyl)-4,5-dihydro-1,2-oxazol-3-yl]-N-(4-cyano-1,2,5-oxadiazol-3-yl)-4-(ethylsulfonyl)benzamide