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[ CAS No. 67337-74-0 ] {[proInfo.proName]}

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Chemical Structure| 67337-74-0
Chemical Structure| 67337-74-0
Structure of 67337-74-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 67337-74-0 ]

CAS No. :67337-74-0 MDL No. :MFCD01076167
Formula : C4H6N2O3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 130.10 Pubchem ID :-
Synonyms :

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Application In Synthesis of [ 67337-74-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 67337-74-0 ]

[ 67337-74-0 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 857766-66-6 ]
  • [ 67337-74-0 ]
YieldReaction ConditionsOperation in experiment
With water; silver(l) oxide
  • 2
  • [ 302-84-1 ]
  • [ 67337-74-0 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; potassium cyanate
  • 3
  • [ 67337-74-0 ]
  • [ 24809-86-7 ]
YieldReaction ConditionsOperation in experiment
With D-hydantoinase 1 In water at 50℃; for 16.6h; pH 8.5;
YieldReaction ConditionsOperation in experiment
Serin, KOCN;
Among the compounds of formula (II), mention may be made especially of the following preferred compounds: parabanic acid ... 5,5-dimethylhydantoin 5-n-propylhydantoin 5-ethyl-5-methylhydantoin 5-hydroxy-5-methylhydantoin 5-hydroxymethylhydantoin 1-allylhydantoin 1-aminohydantoin hydantoin 5-acetic acid ...
Among the compounds of formula (II) mention made be made especially of the following particularly preferred compounds: 1,2-dihdryo-3-H-1,2,4-traizol-2-one ... 1,3-bis(2-hydroxyethyl)-2-imidazolidinone 2-imidazolidone-4-carboxylic acid 1-(2-aminoethyl)-2-imidazole hydantoin 5-hydroxymethylhydantoin hydantoin 5-acetic acid urazole orotic acid ...
Among the compounds of formula (II) mention made be made especially of the following particularly preferred compounds: 1,2-dihdryo-3-H-1,2,4-traizol-2-one...1,3-bis(2-hydroxyethyl)-2-imidazolidinone2-imidazolidone-4-carboxylic acid1-(2-aminoethyl)-2-imidazolehydantoin5-hydroxymethylhydantoinhydantoin 5-acetic acidurazoleorotic acid...
Among the compounds of formula (II), mention may be made especially of the following preferred compounds: parabanic acid...5,5-dimethylhydantoin5-n-propylhydantoin5-ethyl-5-methylhydantoin5-hydroxy-5-methylhydantoin5-hydroxymethylhydantoin1-allylhydantoin1-aminohydantoinhydantoin 5-acetic acid...

  • 5
  • [ 67337-74-0 ]
  • [ 24424-99-5 ]
  • 4-methylene-2,5-dioxo-imidazolidine-1,3-dicarboxylic acid di-<i>tert</i>-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% With dmap In N,N-dimethyl-formamide at 20℃; for 20h;
  • 6
  • [ 67337-74-0 ]
  • [ 108-24-7 ]
  • N,N'-diacetyl-5-methylenehydantoin [ No CAS ]
YieldReaction ConditionsOperation in experiment
In N,N-dimethyl-formamide at 45℃; for 24h;
  • 7
  • [ 67337-74-0 ]
  • [ 100-44-7 ]
  • 3-benzyl-5-hydroxymethylhydantoin [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With potassium <i>tert</i>-butylate In dimethyl sulfoxide at 20℃; for 1h;
  • 8
  • [ 302-84-1 ]
  • potassium cyanate [ No CAS ]
  • [ 67337-74-0 ]
YieldReaction ConditionsOperation in experiment
75% With hydrogenchloride In water for 3h; Heating;
  • 9
  • [ 30406-21-4 ]
  • [ 67337-74-0 ]
YieldReaction ConditionsOperation in experiment
5.1 g With hydrogenchloride In water for 24h; Reflux; 4.9. Synthesis of 5-hydroxymethylhydantoin (15) A solution of potassium cyanate (4.0 g, 49.4 mmol) and serine (4.0 g, 38.1 mmol) in water (50 ml) was heated under reflux for 90 min. After cooling at rt, hydrochloric acid (15 ml, 35% aq solution) was added and the mixture was heated under reflux for 24 h. The solvent was removed under reduced pressure, and the resulting solid was washed with methanol and dried, leading to 5-hydroxymethylhydantoin (5.1 g, 99% yield) as a white solid. Elemental analysis (C4H6N2O3): theoretical C 36.93, H 4.65, N 21.53; experimental: C 37.05, H 4.52, N 21.41. 1H NMR (DMSO-d6, δ ppm): 10.51 (s, 1H), 7.77 (s, 1H), 5.06 (m, 1H), 3.98 (m, 1H), 3.57 (m, 1H). 13C NMR (DMSO-d6, δ ppm): 109.0, 164.2, 66.7, 66.2.
  • 10
  • [ 67337-74-0 ]
  • [ 2756-87-8 ]
  • O4-[(2,5-dioxoimidazolidin-4-yl)methyl]O1-methyl (E)-but-2-enedioate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine at 0 - 20℃; 1 O4-[(2,5-Dioxoimidazolidin-4-yl)methyl]O1-methyl (E)-but-2-enedioate (1) 5-(Hydroxymethyl)imidazolidine-2,4-dione (1.5 eq) was added to a mixture of methyl hydrogen fumarate (MHF) (1.0 g, 1.0 eq), EDAC (or HBTU) (2.0 eq) and triethylamine (2.0 eq) in dichloromethane (or DMF) (20 mL). The mixture was stirred at 0° C. for 1 h and then at 20° C. overnight. The reaction was concentrated in vacuo to a residue and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound (1). MS (ESI): m/z 243.1 (M+H)+.
  • 11
  • [ 67337-74-0 ]
  • [ 110-17-8 ]
  • bis[(2,5-dioxoimidazolidin-4-yl)methyl](E)-but-2-enedioate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine at 0 - 20℃; 8 Bis[(2,5-dioxoimidazolidin-4-yl)methyl](E)-but-2-enedioate (8) 5-(Hydroxymethyl)imidazolidine-2,4-dione (2.5 eq) was added to a mixture of fumaric acid (FA) (1.0 g, 1.0 eq), EDAC (or HBTU) (4.0 eq) and triethylamine (6.0 eq) in dichloromethane (or DMF) (50 mL). The mixture was stirred at 0° C. for 1 h and then at 20° C. overnight. The reaction was concentrated in vacuo to a residue and then purified by reverse-phase (C-18) liquid chromatography using water and acetonitrile as eluents to yield compound (8). MS (ESI): m/z 341.1 (M+H)+.
  • 12
  • [ 67337-74-0 ]
  • C9H12O6 [ No CAS ]
  • O1-[(2,5-dioxoimidazolidin-4-yl)methyl]O4-(2-methylpropanoyloxymethyl) (E)-but-2-enedioate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine at 0 - 20℃; 6 01 -[(2,5-Dioxoimidazolidin-4-yl)methyl]04-(2-methylpropanoyloxymethyl) (E)-but-2-enedioate (6) 5-(Hydroxymethyl)imidazolidine-2,4-dione (1.5 eq) was added to a mixture of compound (6b) (0.10 g, 1.0 eq), EDAC (or HI3TU) (2.0 eq) and triethylamine (2.0 eq) in dichloromethane (or DMF) (5 mE). The mixture was stirred at 0° C. for 1 hand then at 20° C. overnight. The reaction was concentrated in vacuo to a residue and then purified by reverse-phase (C- 18) liquid chromatography using water and acetonitrile as eluents to yield compound (6). MS (ESI): mlz 329.1 (M+H)+.
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