Conditions | Yield |
---|---|
With hydrogenchloride at 20 - 30℃; for 2h; Temperature; | 82.8% |
Conditions | Yield |
---|---|
Stage #1: sodium cyanide; formaldehyd With ammonium hydroxide Stage #2: With hydrogenchloride |
phthalic anhydride
2-aminoacetonitrile hydrochloride
N-(cyanomethyl)phthalimide
Conditions | Yield |
---|---|
With triethylamine In chloroform for 6h; Heating; | 100% |
With triethylamine In chloroform at 10℃; for 12.5h; Temperature; Reflux; | 98.6% |
With triethylamine In chloroform for 18h; Reflux; | 75% |
N-(t-butoxycarbonyl)-isoleucine
2-aminoacetonitrile hydrochloride
Conditions | Yield |
---|---|
With benzotriazol-1-ol In DMF (N,N-dimethyl-formamide); water at 20℃; for 1h; | 100% |
pyridine-4-carboxylic acid
2-aminoacetonitrile hydrochloride
N-(cyanomethyl)isonicotinamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 99% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; |
2-aminoacetonitrile hydrochloride
3-methoxy-2-hydroxybenzaldehyde
(2-hydroxy-3-methoxybenzylideneamino)acetonitrile
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 2h; | 99% |
4-Chlorophenylboronic acid
2-aminoacetonitrile hydrochloride
p-chlorobenzyl cyanide
Conditions | Yield |
---|---|
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique; | 99% |
ethyl 2-(allylthio)acetate
2-aminoacetonitrile hydrochloride
Conditions | Yield |
---|---|
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; diastereoselective reaction; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor; Stage #2: N-benzyl-N-(4-methylphenyl)amine In toluene at 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor; Stage #2: N-benzyl-3-methylaniline In toluene at 20℃; Inert atmosphere; | 99% |
2-fluorothiophenol
2-aminoacetonitrile hydrochloride
2-((2-fluorophenyl)thio)acetonitrile
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor; Stage #2: 2-fluorothiophenol In toluene at 20℃; for 3h; Inert atmosphere; | 99% |
2-aminoacetonitrile hydrochloride
1-(2-methylphenyl)-1H-indole
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃; Stage #2: 1-(2-methylphenyl)-1H-indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere; | 99% |
2-aminoacetonitrile hydrochloride
N-(p-tolyl)indole
2-(1-(p-tolyl)-1H-indol-3-yl)acetonitrile
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃; Stage #2: N-(p-tolyl)indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere; | 99% |
2-aminoacetonitrile hydrochloride
1-(3-methylphenyl)-1H-indole
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With sodium nitrite In water at 55℃; Stage #2: 1-(3-methylphenyl)-1H-indole With meso-tetraphenylporphyrin iron(III) chloride In dichloromethane; water at 20℃; for 2.16h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 99% |
2-Thiophenecarbonyl chloride
2-aminoacetonitrile hydrochloride
N-(cyanomethyl)thiophe ne-2-carboxamide
Conditions | Yield |
---|---|
With pyridine at 0℃; for 12h; | 99% |
With pyridine at 0℃; for 12h; | 90% |
2-aminoacetonitrile hydrochloride
4-chlorobenzaldehyde
2-(4-chlorobenzylideneamino)acetonitrile
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 2h; | 98% |
Stage #1: 2-aminoacetonitrile hydrochloride With triethylamine In ethanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-chlorobenzaldehyde In ethanol Inert atmosphere; |
3-methoxyphenylboronic acid
2-aminoacetonitrile hydrochloride
3-methoxyphenylacetonitrile
Conditions | Yield |
---|---|
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique; | 98% |
1-methyl-2-prop-2-enylsulfanylbenzene
2-aminoacetonitrile hydrochloride
Conditions | Yield |
---|---|
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; | 98% |
(S)-(α,α-dimethylallyl)-p-chlorothiophenol
2-aminoacetonitrile hydrochloride
Conditions | Yield |
---|---|
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; | 98% |
4-methylphenyl prop-2'-ynyl sulfide
2-aminoacetonitrile hydrochloride
Conditions | Yield |
---|---|
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; | 98% |
N-Benzylaniline
2-aminoacetonitrile hydrochloride
2-(benzyl(phenyl)amino)acetonitrile
Conditions | Yield |
---|---|
Stage #1: 2-aminoacetonitrile hydrochloride With FeCl(tiprp); sodium nitrite In toluene at 55℃; Inert atmosphere; Flow reactor; Stage #2: N-Benzylaniline In toluene at 20℃; for 1h; Catalytic behavior; Solvent; Inert atmosphere; | 98% |
2-aminoacetonitrile hydrochloride
propionic acid anhydride
N-(cyanomethyl)propionamide
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 98% |
2-aminoacetonitrile hydrochloride
4-iodobenzoic acid chloride
N-(cyanomethyl)-4-iodobenzamide
Conditions | Yield |
---|---|
With pyridine at 0℃; for 12h; | 98% |
With pyridine at 0℃; for 12h; | 97% |
2-aminoacetonitrile hydrochloride
acetic anhydride
acetylaminoacetonitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; water at 5 - 20℃; for 3h; | 97.94% |
With pyridine at 20℃; for 12h; | 70% |
With pyridine for 48h; Ambient temperature; | 60% |
2-aminoacetonitrile hydrochloride
(2R)-2-(3-bromophenyl)-4-methylpentanoic acid
(2R)-2-(3-bromophenyl)-N-(cyanomethyl)-4-methylpentanamide
Conditions | Yield |
---|---|
Stage #1: (2R)-2-(3-bromophenyl)-4-methylpentanoic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 2-aminoacetonitrile hydrochloride With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 2.5h; | 97.5% |
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; |
di-tert-butyl dicarbonate
2-aminoacetonitrile hydrochloride
tert-butyl cyanomethylcarbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; water at 20℃; for 15h; Cooling with ice; | 97.1% |
With sodium hydroxide In 1,4-dioxane; water for 24h; Ambient temperature; | 96% |
With triethylamine In dichloromethane for 16h; Ambient temperature; | 95% |
2-hydroxy-5-methoxybenzaldehyde
2-aminoacetonitrile hydrochloride
(2-hydroxy-5-methoxybenzylideneamino)acetonitrile
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 2h; | 97% |
2-aminoacetonitrile hydrochloride
salicylaldehyde
(2-hydroxy-benzylideneamino)acetonitrile
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 2h; | 97% |
2-aminoacetonitrile hydrochloride
5-chlorosalicyclaldehyde
(2-hydroxy-5-chlorobenzylideneamino)acetonitrile
Conditions | Yield |
---|---|
With sodium acetate In methanol at 20℃; for 2h; | 97% |
2-aminoacetonitrile hydrochloride
4-tert-butylphenylboronic acid
4-tert-butylbenzyl cyanide
Conditions | Yield |
---|---|
With sodium nitrite In water; toluene at 50℃; for 24h; Schlenk technique; | 97% |
Conditions | Yield |
---|---|
With meso-tetraphenylporphyrin iron(III) chloride; sodium nitrite In dichloromethane; water at 20℃; for 15h; Inert atmosphere; | 97% |
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