Conditions | Yield |
---|---|
With diisopropyl-carbodiimide | 100% |
With dicyclohexyl-carbodiimide | 99.7% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide | 99% |
With diisopropyl-carbodiimide | 96.7% |
Conditions | Yield |
---|---|
With C36H44N12Sn4 at 60℃; for 0.5h; Temperature; Time; Inert atmosphere; Schlenk technique; | 98.9% |
Conditions | Yield |
---|---|
180-200°C; 30 min; | 88% |
Conditions | Yield |
---|---|
180-200°C; 30 min; | 87% |
Conditions | Yield |
---|---|
180-200°C; 30 min; | 83% |
N-cyclohexyl-N',N'-pentamethylenediylurea
N-ethylbutylamine
guanidine nitrate
Conditions | Yield |
---|---|
With trichlorophosphate In water; toluene | 81% |
Conditions | Yield |
---|---|
With sulfur dioxide at molar ratio of urea:SO2:NH3 = 1:3:7; 245-265°C; in autoclave; | 80% |
With aluminum(III) sulfate; ammonium chloride In ammonia High Pressure; 300°C; 30 min; urea : NH4Cl : Al2(SO4)3 = 1:1:0.33; 140 atm; | 72% |
With aluminum(III) sulfate; ammonium chloride In ammonia High Pressure; 300°C; 30 min; urea : NH4Cl : Al2(SO4)3 = 1:1:0.33; 70 atm; | 68% |
CYANAMID
3-(benzyloxy)aniline
A
guanidine nitrate
B
N-(3-Benzyloxy-phenyl)-guanidine
Conditions | Yield |
---|---|
In water | A n/a B 80% |
guanidine hydrogen carbonate
guanidine nitrate
Conditions | Yield |
---|---|
With ammonia; potassium at 50℃; for 72h; Autoclave; | 78% |
Conditions | Yield |
---|---|
With small amt. of H2O 160-180°C; | 77% |
Conditions | Yield |
---|---|
With conc. HNO3 In ethanol | 76.5% |
Conditions | Yield |
---|---|
In water Kinetics; byproducts: urea, NH3; at molar ratio of H2NCN:NH4(1+):PO4(3-) = 1:2:1; 1 h; 140°C; | 70% |
Conditions | Yield |
---|---|
With hydrogenchloride; sulfur dioxide; iron In water dropwise addn. of 2 N HCl or aq. SO2 to a mixture consisting of H2O, Fe-turnings and C(NO2)4; | 50% |
dicyandiamide
guanidine nitrate
Conditions | Yield |
---|---|
With sulfuric acid In water byproducts: NH3, formaldehyde; Electrolysis; Pb-cathode, 1 A/dm2, (>2.5 h); | 49% |
With H2SO4 In water byproducts: NH3, formaldehyde; Electrolysis; Pb-cathode, 1 A/dm2, (>2.5 h); | 49% |
With sulfuric acid In water byproducts: NH3, formaldehyde; Electrolysis; Hg-cathode, 1 A/dm2, (>2.5 h); | 31% |
N-Cyanoguanidine
A
2,4-diamino-6-guanidino-1,3,5-triazine
B
carbamimidoylurea
C
2,4,6-triguanidino-1,3,5-triazine
D
guanidine nitrate
Conditions | Yield |
---|---|
With hydrogenchloride In N,N-dimethyl-formamide at 80℃; for 0.5h; | A 8% B n/a C 42% D n/a |
With hydrogenchloride In N,N-dimethyl-formamide at 80℃; for 1.83333h; Yield given; | A 8% B n/a C 42% D n/a |
Conditions | Yield |
---|---|
With iron In water dropwise addn. of 2 N HCl or aq. SO2 to a mixture consisting of H2O, Fe-chips and BrC(NO2)3; very vigorous react.; cooling; | 30% |
With Fe; HCl or aq. SO2 In water |
Conditions | Yield |
---|---|
With ammonia; iodine; copper at 140℃; unter hohem Druck; |
Conditions | Yield |
---|---|
With ethanol; ammonia at 100℃; |
Conditions | Yield |
---|---|
With hydrogenchloride at 160 - 170℃; |
CYANAMID
A
ammelide
B
guanidine nitrate
C
N-Cyanoguanidine
D
urea
Conditions | Yield |
---|---|
at 180℃; bei 185grad entsteht auch Ammoniumcarbonat; |
Conditions | Yield |
---|---|
With ethanol; ammonium chloride at 100℃; | |
With water at 180℃; | |
With water at 155℃; in Gegenwart eines Ammoniumsalzes im Rohr; |
Conditions | Yield |
---|---|
With ammonia; water |
Conditions | Yield |
---|---|
With ammonia; water at 150℃; |
Conditions | Yield |
---|---|
With ethanol; ammonia at 100℃; unter Druck; |
Conditions | Yield |
---|---|
With hydrogenchloride; iron | |
With hydrogenchloride; nickel coated zinc |
2-amino-3-cyano-5-p-carbomethoxyphenethylpyridine
guanidine nitrate
4-amino-4-deoxy-5,10-dideazapteroic acid
Conditions | Yield |
---|---|
In 2-methoxy-ethanol at 100℃; for 72h; | 100% |
5-(4-nitrophenyl)-furan-2-carboxylic acid
guanidine nitrate
Conditions | Yield |
---|---|
Stage #1: 5-(4-nitrophenyl)-furan-2-carboxylic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h; Stage #2: guanidine nitrate In tetrahydrofuran; methanol at 20℃; for 12h; | 99% |
guanidine nitrate
3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one
4-(4-methoxyphenyl)-6-phenylpyrimidin-2-ylamine
Conditions | Yield |
---|---|
With titanium(IV) oxide In ethanol for 0.333333h; Time; UV-irradiation; | 99% |
With sodium carbonate In acetonitrile at 80℃; | 55% |
guanidine nitrate
Conditions | Yield |
---|---|
In tetrahydrofuran; ethanol at 20℃; for 12h; | 98% |
guanidine nitrate
Conditions | Yield |
---|---|
Stage #1: 10,10-dioxo-10,11-dihydro-5-oxa-10λ6-thia-dibenzo[a,d]cycloheptene-8-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 1h; Stage #2: guanidine nitrate In methanol; N,N-dimethyl-formamide for 1h; | 98% |
Conditions | Yield |
---|---|
With sodium ethanolate | 98% |
Bis<2,2-dinitroethyl>-nitramine
guanidine nitrate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 1h; | 98% |
1-phenyl-3-o-methylphenyl-2-propen-1-one
guanidine nitrate
acetophenone
4-(2'-methylphenyl)-2,6-diphenylpyridine
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 98% |
4-chloro-4'-methoxy-chalcone
guanidine nitrate
1-(4-methoxyphenyl)ethanone
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 98% |
guanidine nitrate
benzalacetophenone
acetophenone
2,4,6-triphenylpyridine
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 98% |
Conditions | Yield |
---|---|
With sodium In ethanol at 80℃; for 24h; | 98% |
guanidine nitrate
acrylic acid methyl ester
2-amino-1,4,5,6-tetrahydropyrimidin-4-one
Conditions | Yield |
---|---|
In isopropyl alcohol at 25℃; for 4h; | 97% |
guanidine nitrate
4-[2-(5-Cyano-6-methoxy-2-oxo-1,2,3,4-tetrahydro-pyridin-3-yl)-ethyl]-benzoic acid methyl ester
methyl 4-[2-(2,4-diamino-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)ethyl]benzoate
Conditions | Yield |
---|---|
In methanol for 48h; Heating; | 97% |
In methanol Cycloaddition; Heating; | |
In methanol Heating; |
guanidine nitrate
1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol
(5S,6R,7R,8S)-5,6,7,8-tetrahydroxy-6,7-methylethylidene-2-imino-1,3-diazonane
Conditions | Yield |
---|---|
In ethanol for 1h; Cycloaddition; Heating; | 97% |
guanidine nitrate
1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol
(5R,6R,7R,8R)-5,6,7,8-tetrahydroxy-6,7-O-methylethylidene-2-imino-1,3-diazonane
Conditions | Yield |
---|---|
In ethanol for 1h; Cycloaddition; Heating; | 97% |
ethyl 1-ethyl-6-methoxy-1,4-dihydro-4-oxoquinoline-3-carboxylate
guanidine nitrate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; guanylation; | 97% |
3-(4-chlorophenyl)-1-phenylprop-2-en-1-one
para-chloroacetophenone
guanidine nitrate
2,4-Bis(4-chlorophenyl)-6-phenylpyridine
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 97% |
guanidine nitrate
acetophenone
4'-chlorochalcone
2,4-diphenyl-6-(4-chlorophenyl)pyridine
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 97% |
guanidine nitrate
(E)-2-(4-Chloro-phenyl)-3-methoxy-but-2-enenitrile
2,4-diamino-5-(4-chlorophenyl)-6-methylpyrimidine
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 80℃; for 0.0833333h; | 96% |
guanidine nitrate
acetophenone
4-dimethylamino-chalcone
4-(2,6-diphenylpyridin-4-yl)-N,N-dimethylaniline
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 96% |
guanidine nitrate
para-methylacetophenone
3-(4-methoxyphenyl)-1-p-tolylprop-2-en-1-one
2,6‐bis(4‐methylphenyl)‐4‐methoxyphenylpyridine
Conditions | Yield |
---|---|
for 0.0666667h; Microwave irradiation; neat (no solvent); | 96% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate at 120℃; for 0.2h; Microwave irradiation; | 96% |
Conditions | Yield |
---|---|
at 20℃; for 0.166667h; | 96% |
4-chloro-3-nitroquinoline
guanidine nitrate
(3-nitro-quinolin-4-yl)-guanidine
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol | 95% |
guanidine nitrate
1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol
Conditions | Yield |
---|---|
In ethanol for 1h; Heating; | 95% |
guanidine nitrate
1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol
Conditions | Yield |
---|---|
In ethanol for 1h; Heating; | 95% |
guanidine nitrate
Conditions | Yield |
---|---|
In methanol for 12h; Heating; | 95% |
Structure of Guanidine (CAS NO.113-00-8):
Molecular Formula: CH5N3
Molar mass: 59.07 g/mol
EINECS: 204-021-8
Density: 1.55 g/cm3
Flash Point: 34.2 °C
Index of Refraction: 1.595
Boiling Point: 132.9 °C at 760 mmHg
Vapour Pressure: 8.67 mmHg at 25°C
Appearance: Colorless crystals
Solubility: Easily soluble in water and alcohol
Product categories: Pharmaceutical Intermediates
XLogP3-AA: -1.3
H-Bond Donor: 3
H-Bond Acceptor: 3
IUPAC Name: Guanidine
Canonical SMILES: C(=N)(N)N
InChI: InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4)
InChIKey: ZRALSGWEFCBTJO-UHFFFAOYSA-N
Guanidine (CAS NO.113-00-8) is used in the manufacture of plastics and explosives and as intermediate in organic synthesis. Is mainly used for manufacture of sulfa drugs and dyes. Because of free guanidine difficult to be separated, so general merchandise is its salts, such as Guanidine hydrochloride , Guanidine nitrate , Guanidine carbonate , Guanidine sulfate .
Guanidine (CAS NO.113-00-8) can be pbtained from the role of Calcium and Ammonium iodide or the reaction of Urea and Ammonia under pressurized.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
frog | LDLo | subcutaneous | 3gm/kg (3000mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1352, 1935. | |
mouse | LD50 | intraperitoneal | 350mg/kg (350mg/kg) | Bulletin of Experimental Biology and Medicine Vol. 61, Pg. 291, 1966. | |
mouse | LDLo | subcutaneous | 266mg/kg (266mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1352, 1935. | |
rabbit | LDLo | oral | 500mg/kg (500mg/kg) | "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989Vol. 11, Pg. 718, 1989. | |
rat | LDLo | subcutaneous | 150mg/kg (150mg/kg) | "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." Vol. 4, Pg. 1352, 1935. |
Poison by intraperitoneal and subcutaneous routes. Moderately toxic by ingestion. On heating to 160° it converts to melamine and NH3. Keep well closed. When heated to decomposition it emits toxic fumes of NOx.
Guanidine (CAS NO.113-00-8) is a crystalline compound of strong alkalinity, and also can be called Carbamamidine ; Iminourea ; Guanidinium sulfate ; Bisguanidinium sulfate and Aminoformamidine . There is deliquescence, and it is easy to absorb carbon dioxide from the air tobe strongly alkaline. When heated to 160 °C, it will be decomposed into Melamine and Ammonia .
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