5-Amino-3-methyl-1,2-oxazole-4-carboxamide

Base Information

• Chemical Name: 5-Amino-3-methyl-1,2-oxazole-4-carboxamide
• CAS No.: 35261-06-4
• Molecular Formula: C5H7 N3 O2
• Molecular Weight: 141.13
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70377216
• Nikkaji Number: J703.537C
• Wikidata: Q82166350
• Mol file: 35261-06-4.mol

Synonyms:35261-06-4;5-amino-3-methyl-4-isoxazolecarboxamide;5-amino-3-methyl-1,2-oxazole-4-carboxamide;5-amino-3-methylisoxazole-4-carboxamide;4-Isoxazolecarboxamide, 5-amino-3-methyl-;SCHEMBL3559531;DTXSID70377216;KDSCHAHLJUDMHT-UHFFFAOYSA-N;MFCD03425767;5-amino-4-carbamoyl-3-methylisoxazole;AKOS000779532;4P-323S;3-Methyl-5-aminoisoxazole-4-carboxamide;CS-0214597;FT-0680382;C80068;EN300-182494;A874664;5-amino-3-methyl-4-isoxazolecarboxamide, AldrichCPR;5-amino-3-methyl-isoxazole-4-carboxylic acid amide;J-516718;Z1201622273

Chemical Property of 5-Amino-3-methyl-1,2-oxazole-4-carboxamide

Chemical Property:

• Vapor Pressure: 0.00146mmHg at 25°C
• Melting Point: 196-200°C
• Boiling Point: 296.2°C at 760 mmHg
• Flash Point: 132.9°C
• PSA: 95.14000
• Density: 1.374g/cm³
• LogP: 0.94560
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 141.053826475
• Heavy Atom Count: 10
• Complexity: 150

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-3-methyl-4-isoxazolecarboxamide >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=C1C(=O)N)N

Technology Process of 5-Amino-3-methyl-1,2-oxazole-4-carboxamide

There total 5 articles about 5-Amino-3-methyl-1,2-oxazole-4-carboxamide 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: 18.0%

3-methyl-4-cyano-5-aminoisoxazole (35261-01-9) → 5-amino-3-methyl-1,2-oxazole-4-carboxamide (35261-06-4) + 3,4-dihydro-5-methyl-4-oxoisoxazolo<5,4-d>-1,2,3-triazine 2-oxide (123346-47-4)

Guidance literature:

With sulfuric acid; nitric acid; at 9 ℃; for 48h;

DOI:10.1039/P19880001509

Reference yield: 16.0%

5-amino-3-methyl-4-isoxazolecarboxylic acid azide (159954-47-9) → 5-amino-3-methyl-1,2-oxazole-4-carboxamide (35261-06-4)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1016/S0223-5234(99)80035-X

Reference yield:

(1-ethoxyethylidene)malononitrile (5417-82-3) → 5-amino-3-methyl-1,2-oxazole-4-carboxamide (35261-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, aq. NaOH

2: (i) H₂SO₄, (ii) aq. NH₃

With sodium hydroxide; hydroxylamine hydrochloride;

DOI:10.1021/jo01031a002

upstream raw materials:

3-methyl-4-cyano-5-aminoisoxazole

5-amino-3-methyl-4-isoxazolecarboxylic acid azide

(1-ethoxyethylidene)malononitrile

Downstream raw materials:

3-methyl-6-phenylisoxazolo<5,4-d>pyrimidin-4(5H)-one

3,6-dimethylisoxazolo<5,4-d>pyrimidin-4(5H)-one

4-chloro-3-methylisoxazolo<5,4-d>pyrimidine

3-methyl-4-propylaminoisoxazolo<5,4-d>pyrimidine

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