Computed Properties

• Exact Mass: 176.05900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Monoisotopic Mass: 176.058578
• Heavy Atom Count: 13
• Complexity: 234
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count : 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• Covalently-Bonded Unit Count: 1
• XLogP3: 0.5
• Tautomer Count: 8
• Surface Charge: 0
• Topological Polar Surface Area: 58.2

Experimental Properties

• LogP: 1.22470
• PSA: 58.20000
• Refractive Index: 1.569
• Melting Point: 181.0 to 185.0 deg-C
• Color/Form: White crystals or powders.
• Solubility: Soluble in hot water, slightly soluble in ethanol and benzene, insoluble in ether \ petroleum ether and cold water
• Density: 1.276

• Safety Instruction：S22-S24/25
• Hazardous Material transportation number：NONH for all modes of transport
• Storage Condition：Sealed in dry,2-8°C

• HS CODE：2933990090
• Customs Data：

  China Customs Code:

  2933990090

  Overview:

  2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

  Declaration elements:

  Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

  Summary:

  2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synthetic Circuit 1

506-87-6

151-50-8

119-53-9

89-24-7

Reaction Conditions + Expand

1.1 Solvents: Ethanol ,  Water ;  48 h, 50 - 65 °C; 65 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 2 - 3

Reference

Evaluating the one-pot synthesis of hydantoins

Mahmoodi, Nosrat O.; Khodaee, Ziba, ARKIVOC (Gainesville, 2007, (3), 29-36

Synthetic Circuit 2

506-87-6

151-50-8

100-52-7

89-24-7

Reaction Conditions + Expand

1.1 Catalysts: Zinc oxide (ZnO) ;  30 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized

Reference

Highly efficient and rapid synthesis of diverse hydantoin derivatives using nano-ordered ZnO catalyst under mechanochemical ball milling

Maddah, Bozorgmehr, Iranian Chemical Communication, 2017, 5(1), 58-66

Synthetic Circuit 3

506-87-6

151-50-8

100-52-7

89-24-7

Reaction Conditions + Expand

1.1 Catalysts: Iron oxide (Fe3O4) ;  17 min, 70 °C; 70 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized, rt

Reference

A one-pot synthesis of 5,5-disubstituted hydantoin derivatives using magnetic Fe3O4 nanoparticles as a reusable heterogeneous catalyst

Safari, Javad; Javadian, Leila, Comptes Rendus Chimie, 2013, 16(12), 1165-1171

Synthetic Circuit 4

1074-12-0

57-13-6

89-24-7

Reaction Conditions + Expand

1.1 Reagents: Ethyl acetoacetate ,  Hydrochloric acid Solvents: Ethanol ,  Water ;  6 h, reflux

Reference

Novel one-pot synthesis of new derivatives of dihydropyrimidinones and unusual polysubstituted imidazolin-2-ones: x-ray crystallographic structure

Balalaie, S.; Soleiman-Beigi, M.; Rominger, F., Journal of the Iranian Chemical Society, 2005, 2(4), 319-329

• 1. Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins L. Konnert,M. Dimassi,L. Gonnet,F. Lamaty,J. Martinez,E. Colacino RSC Adv. 2016 6 36978
• 2. Simultaneous measurement of phenobarbital, carbamazepine, phenytoin and 5-(4-hydroxyphenyl)-5-phenylhydantoin in serum by high-performance liquid chromatography Siraj A. Mira,Yousry M. El-Sayed,Samira I. Islam Analyst 1987 112 57
• 3. A liver-immune coculture array for predicting systemic drug-induced skin sensitization Lor Huai Chong,Huan Li,Isaac Wetzel,Hansang Cho,Yi-Chin Toh Lab Chip 2018 18 3239
• 4. 319. Studies in the azole series. Part II. The interaction of α-amino-nitriles and carbon disulphide A. H. Cook,Ian Heilbron,A. L. Levy J. Chem. Soc. 1947 1598
• 5. Single crystal-to-single crystal transformations induced by ammonia–water equilibrium changes Marek Daszkiewicz,Mariola Puszyńska-Tuszkanow,Zbigniew Staszak,Ida Chojnacka,Hanna Fa?tynowicz,Maria Cie?lak-Golonka CrystEngComm 2018 20 2907
• 6. How useful is molecular modelling in combination with ion mobility mass spectrometry for ‘small molecule’ ion mobility collision cross-sections? Cris Lapthorn,Frank S. Pullen,Babur Z. Chowdhry,Patricia Wright,George L. Perkins,Yanira Heredia Analyst 2015 140 6814
• 7. Pharmacologically active compounds in the environment and their chirality Barbara Kasprzyk-Hordern Chem. Soc. Rev. 2010 39 4466
• 8. Index pages Analyst 1987 112 A001
• 9. Poly(ethylene) glycols and mechanochemistry for the preparation of bioactive 3,5-disubstituted hydantoins L. Konnert,M. Dimassi,L. Gonnet,F. Lamaty,J. Martinez,E. Colacino RSC Adv. 2016 6 36978
• 10. Regioselective multicomponent sequential synthesis of hydantoins Francesca Olimpieri,Maria Cristina Bellucci,Tommaso Marcelli,Alessandro Volonterio Org. Biomol. Chem. 2012 10 9538

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