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Basic Information
| CAS No.: | 42288-26-6 |
|---|---|
| Name: | N-(4-CYANO-PHENYL)-GLYCINE |
| Article Data: | 18 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H8N2O2 |
| Molecular Weight: | 176.175 |
| Synonyms: | Glycine,N-(p-cyanophenyl)- (6CI,7CI);2-(4-Cyanophenylamino)acetic acid;4-(((Carboxy)methyl)amino)benzonitrile;N-(p-Cyanophenyl)glycine;[(4-Cyanophenyl)amino]acetic acid; |
| EINECS: | 459-560-3 |
| Density: | 1.3 g/cm3 |
| Melting Point: | 237 °C(dec.) |
| Boiling Point: | 447.2 °C at 760 mmHg |
| Flash Point: | 224.3 °C |
| Appearance: | Off-white solid |
| PSA: | 73.12000 |
| LogP: | 1.12778 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| In water at 100 - 110℃; for 3h; | 88% |
| In water at 100℃; for 16h; | |
| In water at 20 - 100℃; for 16.4h; | |
| In water at 100℃; for 5h; | |
| In water at 100℃; |
Conditions
| Conditions | Yield |
|---|---|
| With potassium phosphate; copper(l) iodide; N-((1-oxy-pyridin-2-yl)methyl)oxalamic acid In water; dimethyl sulfoxide at 25℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; chemoselective reaction; | 88% |
Conditions
| Conditions | Yield |
|---|---|
| In water for 6.5h; Product distribution / selectivity; Reflux; | 73.2% |
| With water at 0℃; Product distribution / selectivity; Reflux; | 73.2% |
| Stage #1: sodium monochloroacetic acid; 4-Aminobenzonitrile With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 90 - 95℃; for 24h; Stage #2: With ammonia In water at 20 - 30℃; for 0.333333h; pH=7.5; Stage #3: With hydrogenchloride In water at 20 - 30℃; for 3h; pH=2.5; Product distribution / selectivity; | |
| With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 90 - 95℃; for 24h; | 131 g |
| With tetrabutylammomium bromide; sodium hydrogencarbonate; potassium iodide In water at 85 - 90℃; for 24h; | 120 g |
Conditions
| Conditions | Yield |
|---|---|
| In water Reflux; | 73% |
| In water Heating / reflux; | 58% |
| In water Reflux; | 47% |
| With water |
Conditions
| Conditions | Yield |
|---|---|
| With sodium cyanoborohydride for 2h; Milling; | 56% |
- 144656-11-1
(4-cyanophenylamino)-acetic acid tert-butyl ester
- 42288-26-6
(4-cyanophenyl)glycine
Conditions
| Conditions | Yield |
|---|---|
| With methoxybenzene; trifluoroacetic acid | |
| With trifluoroacetic acid In dichloromethane for 24h; Ambient temperature; |
- 873-74-5
4-Aminobenzonitrile
- 42288-26-6
(4-cyanophenyl)glycine
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide / 16 h / 80 °C 2: TFA / CH2Cl2; various solvent(s) / 24 h / Ambient temperature View Scheme | |
| Multi-step reaction with 2 steps 1: K2CO3 2: TFA, anisole View Scheme |
- 253796-98-4
(R)-2-(4-methylamino-3-amino-phenyl)-2-tert.butyloxycarbonylamino-1-pyrrolidino-propanone
- 42288-26-6
(4-cyanophenyl)glycine
- 530-62-1
1,1'-carbonyldiimidazole
Conditions
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; acetic acid | 100% |
...Expand
- 42288-26-6
(4-cyanophenyl)glycine
- 212322-56-0
ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate
- 948551-71-1
3-({3-[2-(4-cyano-phenylamino)-acetylamino]-4-methylamino-benzoyl}-pyridin-2-yl-amino)-ethyl propanoate
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 5℃; for 6h; Large scale; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In dichloromethane at 20℃; for 24h; Solvent; Reagent/catalyst; Large scale; | 99.3% |
| Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 20℃; | 93.8% |
| Stage #1: (4-cyanophenyl)glycine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 0 - 10℃; for 0.5h; Large scale; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran at 20 - 25℃; for 6h; Large scale; | 84.33% |
| Stage #1: (4-cyanophenyl)glycine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 50℃; Stage #2: ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate In tetrahydrofuran for 24h; Heating; Further stages.; |
- 42288-26-6
(4-cyanophenyl)glycine
- 73874-95-0
(piperidin-4-yl)carbamic acid tert-butyl ester
Conditions
| Conditions | Yield |
|---|---|
| With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 99% |
Raw Materials
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N-(4-CYANO-PHENYL)-GLYCINE
Chemistry
Product Name: N-(4-Cyanophenyl)glycine (CAS NO.42288-26-6)
Molecular Formula: C9H8N2O2
Molecular Weight: 176.17g/mol
Mol File: 42288-26-6.mol
Boiling point: 447.2 °C at 760 mmHg
Flash Point: 224.3 °C
Density: 1.3 g/cm3
Index of Refraction: 1.593
Molar Refractivity: 45.87 cm3
Molar Volume: 135.2 cm3
Surface Tension: 63.4 dyne/cm
Enthalpy of Vaporization: 74.35 kJ/mol
Vapour Pressure: 8.8E-09 mmHg at 25°C