Hydantoic acid

Base Information

• Chemical Name: Hydantoic acid
• CAS No.: 462-60-2
• Molecular Formula: C3H6 N2 O3
• Molecular Weight: 118.092
• European Community (EC) Number: 207-328-5
• NSC Number: 49417
• UNII: Q4F314U63K
• DSSTox Substance ID: DTXSID7060045
• Nikkaji Number: J2.589E
• Wikipedia: Hydantoic_acid
• Wikidata: Q27286991
• Mol file: 462-60-2.mol

Synonyms:hydantoic acid

Chemical Property of Hydantoic acid

Chemical Property:

• Vapor Pressure: 4.18E-05mmHg at 25°C
• Melting Point: 1.434g/cm3
• Refractive Index: 1.4715 (estimate)
• Boiling Point: 326.9oC at 760mmHg
• PKA: pK1: 3.876 (25°C)
• Flash Point: 151.5oC
• PSA: 92.42000
• Density: 1.434g/cm³
• LogP: -0.16950
• Water Solubility.: 38.85g/L(25 oC)
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 118.03784206
• Heavy Atom Count: 8
• Complexity: 111

Purity/Quality:

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

Hydantoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Amino Acids and Derivatives
• Canonical SMILES: C(C(=O)O)NC(=O)N

Technology Process of Hydantoic acid

There total 51 articles about Hydantoic 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: 95.0%

potassium cyanate (590-28-3) + glycine (56-40-6,18875-39-3,25718-94-9) → N-carbamoylglycine (462-60-2)

Guidance literature:

potassium cyanate; glycine; In water; for 0.333333h; Heating;

With hydrogenchloride; In water; at 20 ℃; for 7h;

DOI:10.1023/A:1022473004714

Reference yield: 90.5%

L-Glycin (56-40-6,18875-39-3,25718-94-9) + L-Phenylalanin-N-carbonsaeureanhydrid (583-47-1,1892-35-9,14825-82-2,37498-95-6) → N-carbamoylglycine (462-60-2) + L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + (S)-PheGly (721-90-4)

Guidance literature:

With water; potassium hydroxide; potassium borate buffer; at 3 ℃; Product distribution; effect of use of various amino acid and NCA with various concentrations; effect of use various temp.; extent of hydrolysis;

Reference yield: 90.5%

L-Glycin (56-40-6,18875-39-3,25718-94-9) + L-Phenylalanin-N-carbonsaeureanhydrid (583-47-1,1892-35-9,14825-82-2,37498-95-6) → N-carbamoylglycine (462-60-2) + (S)-PheGly (721-90-4)

Guidance literature:

With potassium hydroxide; potassium borate buffer; In water; at 3 ℃; pH 10.2;

upstream raw materials:

Allantoin

2,4-imidazolidinedione

malonodiamide

5-cyano-hydantoic acid

Downstream raw materials:

D-2-carbamoylamino-3-phenylpropionic acid

2,4-imidazolidinedione

glycine

1,3-oxazolidine-2,5-dione

Refernces

• 1、 Tiwari, Lata,Kumar, Varun,Kumar, Bhuvesh,Mahajan, Dinesh. "A practically simple, catalyst free and scalable synthesis of: N -substituted ureas in water". . p. 21585 - 21595. Retrieved 2018/06/26.
• 2、 Menor-Salvan, Cesar,Ruiz-Bermejo, Dra. Marta,Guzman, Marcelo I.,Osuna-Esteban, Susana,Veintemillas-Verdaguer, Sabino. "Synthesis of pyrimidines and triazines in ice: Implications for the prebiotic chemistry of nucleobases". experimental part. p. 4411 - 4418. Retrieved 2009/12/07.