Conditions | Yield |
---|---|
With ammonia In water at 60℃; for 4h; pH=11; pH-value; Temperature; | 94.6% |
at 88 - 90℃; for 0.216667h; pH=9.6; | 83% |
unter verschiedenen Bedingungen; |
Conditions | Yield |
---|---|
With potassium carbonate In water for 24h; Ambient temperature; | 80% |
With ammonium hydroxide |
guanidineacetic acid
Conditions | Yield |
---|---|
With sodium carbonate In water; glycine | 79% |
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; Substitution; N-Formamidinylation; | 70.2% |
Conditions | Yield |
---|---|
Stage #1: ethyl imidothiocarbamate hydroiodide With sodium hydroxide In water Stage #2: glycine In diethyl ether; water at 0℃; for 23h; | 69% |
Conditions | Yield |
---|---|
With barium dihydroxide |
N-cyano-glycine
guanidineacetic acid
Conditions | Yield |
---|---|
With ammonium chloride; water das Hydrochlorid entsteht; |
Conditions | Yield |
---|---|
With barium permanganate; sulfuric acid |
Conditions | Yield |
---|---|
With water at 37℃; bei 12-15-stdg.Erwaermen; | |
With sodium hydroxide | |
With water at 60℃; bei 2-stdg.Erwaermen; |
Conditions | Yield |
---|---|
unter verschiedenen Bedingungen; |
Conditions | Yield |
---|---|
With diethyl sulfate Erwaermen des Reaktionsprodukts mit Glycin und wss.NaOH; |
Conditions | Yield |
---|---|
With methanol |
Conditions | Yield |
---|---|
unter der Einwirkung von Enzym-Praeparaten(Transamidinase,Glycin-Amidino-Transferase) aus Nieren; | |
unter der Einwirkung von Enzym-Praeparaten(Transamidinase,Glycin-Amidino-Transferase) aus Nieren.Untersuchung dieser Reaktion im tierischen Organismus.; | |
With aminotransferase GdnJ In aq. phosphate buffer at 20℃; for 20h; pH=7; | |
unter der Einwirkung von Enzym-Praeparaten(Transamidinase,Glycin-Amidino-Transferase) aus Nieren; |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With sodium hydroxide; water |
Conditions | Yield |
---|---|
biochemische Umwandlung; |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With ammonium hydroxide |
Conditions | Yield |
---|---|
at 60℃; analog reagieren α-Brom-propionsaeure und andere α-halogenierte Monocarbonsaeuren; | |
at 60℃; |
guanidine hydrogen carbonate
water
glycine
guanidineacetic acid
Conditions | Yield |
---|---|
With ammonia; water Erwaermen des Reaktionsprodukts mit Carbamonitril in H2O; |
guanidineacetic acid
Conditions | Yield |
---|---|
With methanol; sodium methylate anschliessend mit Glycin; |
guanidineacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride |
sodium cyanamide
guanidineacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water |
Conditions | Yield |
---|---|
In ethanol for 10h; Solvent; Reflux; | 88% |
1-(4-tolylsulfonyl)indole-3-carboxaldehyde
guanidineacetic acid
acetic anhydride
Conditions | Yield |
---|---|
With sodium acetate for 4h; Heating; | 85% |
1-(4-tolylsulfonyl)indole-3-carboxaldehyde
guanidineacetic acid
acetic anhydride
3-<(2'-acetamido-5'-acetoxy-4'-imidazolidinylidene)methylene>-1-p-toluenesulphonyl-1H-indole
Conditions | Yield |
---|---|
85% |
Conditions | Yield |
---|---|
With D-glucose; oxygen In water at 50℃; for 5h; | 83% |
guanidineacetic acid
1-(1-dimethylaminomethylene-2-oxo-2-phenylethyl)-3,5-diphenyl-1H-pyrazole
[5-(3,5-Diphenyl-pyrazol-1-yl)-4-phenyl-pyrimidin-2-ylamino]-acetic acid
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 12h; Heating; | 82% |
Conditions | Yield |
---|---|
With D-glucose; oxygen In water at 50℃; for 4h; | 81% |
Conditions | Yield |
---|---|
Stage #1: guanidineacetic acid; 2',4'-dimethoxyacetophenone With N,N-dimethyl-formamide dimethyl acetal at 100℃; for 18h; Inert atmosphere; Stage #2: With hydrogenchloride; hydroxylamine hydrochloride In ethanol at 20℃; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With D-glucose; oxygen In water at 50℃; for 5h; | 77% |
Conditions | Yield |
---|---|
With sodium acetate for 4h; Heating; | 76% |
Indole-3-carboxaldehyde
guanidineacetic acid
acetic anhydride
3-<(2'-acetamido-5'acetoxy-4'-imidazolidinylidene)methylene>-1H-indole
Conditions | Yield |
---|---|
76% |
Conditions | Yield |
---|---|
With aluminum (III) chloride; potassium carbonate at 95℃; for 3h; Temperature; Large scale; | 75.61% |
guanidineacetic acid
bis(guanidinoacetato)(guanidinoacetic acid)nickel(II)
Conditions | Yield |
---|---|
With potassium hydroxide; nitric acid In water 3 equiv. of org. acid was dissolved in H2O, acidified with 0.1 M HNO3, metal salt soln. was added, stirring for 1 h at 60 °C, 0.1 M KOH was added during 6 h under stirring at 60 °C; soln. was concd. to half of its original vol., left in the hood with abs. EtOH for 24 h, ppt. was washed 3 times with abs. EtOH and distd. water, resp., elem. anal.; | 70% |
3-Ethoxycarbonylisochroman-4-one
guanidineacetic acid
2-<(Carboxymethyl)amino>-4-hydroxyisochromano<4,3-d>pyrimidine
Conditions | Yield |
---|---|
With sodium butanolate In butan-1-ol at 110℃; for 4.5h; | 69% |
guanidineacetic acid
acetic anhydride
6-bromo-N-(1-p-toluenesulphonyl)-indole-3-carboxaldehyde
6-bromo-3-(2'-acetamido-5'-acetoxy-4'-imidazolinylidenemethyl)-1-(p-toluenesulphonyl)-1H-indole
Conditions | Yield |
---|---|
With sodium acetate for 3h; Heating; | 65% |
guanidineacetic acid
bis(guanidinoacetato)copper(II)
Conditions | Yield |
---|---|
With potassium hydroxide; nitric acid In water 2 equiv. of org. acid was dissolved in H2O, acidified with 0.1 M HNO3 until the pH was 3.5, metal salt soln. was added, stirring for 1 h at 60 °C, 0.1 M KOH was added during 2 h under stirring at 60 °C; soln. was concd. to half of its original vol., left in the hood with abs. EtOH for 24 h, ppt. was washed 3 times with abs. EtOH and distd. water, resp., elem. anal.; | 63% |
guanidineacetic acid
acetic anhydride
1-benzoyl-1H-indole-3-carbaldehyde
Conditions | Yield |
---|---|
With sodium acetate for 4h; Heating; | 62% |
With sodium acetate | 62% |
guanidineacetic acid
tris(guanidinoacetato)chromium(III)
Conditions | Yield |
---|---|
With potassium hydroxide; nitric acid In water 3 equiv. of org. acid was dissolved in H2O, acidified with 0.1 M HNO3, metal salt soln. was added, stirring for 1 h at 60 °C, 0.1 M KOH was added during 7 h under stirring at 60 °C, same compd. was formed at 10 times excess of Zn-ion; soln. was concd. to half of its original vol., left in the hood with abs. EtOH for 48 h, ppt. was washed 3 times with abs. EtOH and distd. water, resp., elem. anal.; | 60% |
Conditions | Yield |
---|---|
With sodium acetate for 4h; Heating; | 59% |
Conditions | Yield |
---|---|
With NaCl; KOH In water Sonication; NH2CH(NH)NHCH2COOH aq. soln. added slowly to serine soln. under stirringat 45°C; aq. NaCl and aq. KOH (pH 3.3) added; stored (room temp. , 2 d); solid Ni(NO3)2 added; heated for 12 h with stiring; stored for 2d (unltrasonication, 5 min, 3 times); vol. reduced to half; EtOH added; ppt. dried at 75°C; solid stirred in MeOH for 1 h; centrifuged; dried (75°C, 4 h); stored in sealed glass contg. CaCl2 and MgCl2); elem. anal.; | 59% |
guanidineacetic acid
bis(guanidinoacetato)(guanidinoacetic acid)cobalt(II)
Conditions | Yield |
---|---|
With potassium hydroxide; nitric acid In water 3 equiv. of org. acid was dissolved in H2O, acidified with 0.1 M HNO3, metal salt soln. was added, stirring for 1 h at 60 °C, 0.1 M KOH was added during 6 h under stirring at 60 °C; soln. was concd. to half of its original vol., left in the hood with abs. EtOH for 24 h, ppt. was washed 3 times with abs. EtOH and distd. water, resp., elem. anal.; | 56% |
Conditions | Yield |
---|---|
Stage #1: guanidineacetic acid; aspartic Acid at 4 - 43℃; for 52h; Stage #2: nickel(II) nitrate hexahydrate at 45℃; for 8h; | 54% |
guanidineacetic acid
acetic anhydride
5-bromo-N-(1-p-toluenesulphonylindole)-3-carboxaldehyde
3-(2'-acetamido-5'-acetoxy-4'-imidazolinylidenemethyl)-5-bromo-1-(p-toluenesulphonyl)-1H-indole
Conditions | Yield |
---|---|
With sodium acetate for 3h; Heating; | 53% |
(3E)-3-[(dimethylamino)methylene]-1-(4-methoxydibenzo[b,d]furan-1-yl)-4-oxocyclohexanecarbonitrile
guanidineacetic acid
Conditions | Yield |
---|---|
Stage #1: (3E)-3-[(dimethylamino)methylene]-1-(4-methoxydibenzo[b,d]furan-1-yl)-4-oxocyclohexanecarbonitrile; guanidineacetic acid With sodium hydroxide In methanol at 60 - 70℃; for 8h; Stage #2: With hydrogenchloride; water pH=2; | 52.45% |
guanidineacetic acid
allyl alcohol
trifluoroacetic acid
(2-allyloxy-2-oxoethylamino)(amino)methaniminium 2,2,2-trifluoroacetate
Conditions | Yield |
---|---|
for 48h; Reflux; | 52% |
guanidineacetic acid
nitric acid
zinc(II) chloride
Zn(guanidinoacetic acid)Cl(NO3)
Conditions | Yield |
---|---|
With potassium hydroxide In water 2 equiv. of org. acid was dissolved in H2O, acidified with 0.1 M HNO3, metal salt soln. was added, stirring for 1 h at 60 °C, 0.1 M KOH was added during 2 h under stirring at 60 °C, same compd. was formed at 10 times excess of Zn-ion; soln. was concd. to half of its original vol., left in the hood with abs. EtOH for 24 h, ppt. was washed 3 times with abs. EtOH and distd. water, resp., elem. anal.; | 50% |
Molecular Structure of Guanidineacetic acid (CAS NO.352-97-6):
IUPAC Name: 2-(diaminomethylideneamino)acetic acid
Empirical Formula: C3H7N3O2
Molecular Weight: 117.1066
H bond acceptors: 5
H bond donors: 5
Freely Rotating Bonds: 2
Polar Surface Area: 45.14 Å2
Index of Refraction: 1.596
Molar Refractivity: 24.95 cm3
Molar Volume: 73.3 cm3
Surface Tension: 74.7 dyne/cm
Density: 1.59 g/cm3
Flash Point: 163.5 °C
Enthalpy of Vaporization: 64.94 kJ/mol
Boiling Point: 346.8 °C at 760 mmHg
Vapour Pressure: 9.89E-06 mmHg at 25°C
Melting point: 300 °C(lit.)
Merck: 14,4495
BRN: 1759179
InChI
InChI=1/C3H7N3O2/c4-3(5)6-1-2(7)8/h1H2,(H,7,8)(H4,4,5,6)
Smiles
C(CNC(N)=N)(O)=O
EINECS: 206-529-5
Product Categories: Pharmaceutical Intermediates
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: MB7700000
HS Code: 29252000
Guanidineacetic acid , with CAS number of 352-97-6, can be called 2-[[Amino(imino)methyl]amino]acetic acid ; Betacyamine ; Glycocyamine ; Guanidine,(carboxymethyl)- ; Guanyl glycine ; N-Amidinoglycine ; a-Guanidinoacetic acid . It is a white to slightly beige fine crystalline powder.
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