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inquiry1H-imidazole-4-carboxaldehyde oxime
histamine dichloride
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen; acetyl chloride In methanol at 0℃; for 17.5h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
Stage #1: L-histidine With (R)-Carvone In propan-1-ol at 190℃; under 11251.1 Torr; for 0.2h; Sealed tube; Stage #2: With hydrogenchloride In propan-1-ol; water at 190℃; for 0.0833333h; | 92% |
Multi-step reaction with 2 steps 1: propan-1-ol / 20 - 190 °C / Green chemistry 2: hydrogenchloride / propan-1-ol / 0.2 h / 190 °C / Green chemistry View Scheme | |
Multi-step reaction with 3 steps 1: copper(I) bromide / 10 h / 100 - 110 °C / Inert atmosphere; Darkness 2: hydrogenchloride / 30 °C 3: hydrogenchloride / methanol / 30 °C View Scheme |
histamine dichloride
Conditions | Yield |
---|---|
With hydrogenchloride In propan-1-ol at 190℃; for 0.2h; Temperature; Green chemistry; | 92% |
Nα-Trityl-L-histidin
histamine dichloride
Conditions | Yield |
---|---|
Stage #1: Nα-Trityl-L-histidin With (R)-Carvone In propan-1-ol at 0 - 190℃; Green chemistry; Stage #2: With hydrogenchloride In propan-1-ol; water at 190℃; for 0.0833333h; Microwave irradiation; Green chemistry; | 86% |
4-(2-Azido-ethyl)-1-(toluene-4-sulfonyl)-1H-imidazole
histamine dichloride
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 8h; | 90 mg |
histamine dichloride
Conditions | Yield |
---|---|
With hydrogenchloride; n-Amyl nitrite Eindampfen des Gemisches und Kochen des Rueckstands mit konz. Salzsaeure; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 336 mg / pyridine / 2 h / -23 °C 2: 180 mg / lithium azide / dimethylformamide / 18 h / 21 °C 3: 90 mg / aq. hydrochloric acid, hydrogen / palladium-charcoal / ethanol / 8 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 34 mg / ethanol, NAD+, liver alcohol dehydrogenase, catalase, diamine oxidase from pea seedling / 48 h / 37 °C / phosphate buffer (pH 7) 2: 336 mg / pyridine / 2 h / -23 °C 3: 180 mg / lithium azide / dimethylformamide / 18 h / 21 °C 4: 90 mg / aq. hydrochloric acid, hydrogen / palladium-charcoal / ethanol / 8 h View Scheme | |
With hydrogenchloride In methanol at 30℃; | 4.11 g |
NO-bis-p-tolylsulphonylhistaminol
histamine dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 180 mg / lithium azide / dimethylformamide / 18 h / 21 °C 2: 90 mg / aq. hydrochloric acid, hydrogen / palladium-charcoal / ethanol / 8 h View Scheme |
5-(dimethylamino)naphth-1-ylsulfonyl chloride
histamine dichloride
N,Nim-Didansylhistamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane 1.) 0 deg C, 1 h, 2.) r.t., 20 h; | 100% |
Conditions | Yield |
---|---|
silica gel; palladium In methanol | 100% |
Conditions | Yield |
---|---|
With triethylamine In water Et3N added to aq. soln. of ZnCl2*6H2O, histamine*2HCl and Si-compd. added to suspn., flask closed with rubber septum and shaken vigorously for 20 min; solid collected, recrystd. from MeOH/MeCN (4/1); | 99% |
histamine dichloride
ethyl 2-acetamino-2-ethoxycarbonyl-6-oxohexanoate
ethyl 2-acetamino-2-ethoxycarbonyl-9-(4-imidazolyl)-7-azanonanoate
Conditions | Yield |
---|---|
With sodium cyanoborohydride In methanol Ambient temperature; | 98% |
With sodium cyanoborohydride In ethanol Yield given; |
N-ethoxycarbonylphthalimide
histamine dichloride
2-(2-(1H-imidazol-4-yl)ethyl)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With sodium carbonate In water at 20℃; for 2h; | 98% |
With sodium carbonate In water at 20℃; for 2h; |
3,5-di-tert-butyl-2-hydroxybenzaldehyde
histamine dichloride
2,4-di-tert-butyl-6-{[2-(1H-imidazol-4-yl)-ethylimino]-methyl}-phenol
Conditions | Yield |
---|---|
With formic acid; sodium hydrogencarbonate In methanol for 24h; Inert atmosphere; Reflux; | 98% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 5h; Cooling with ice; | 97% |
histamine dichloride
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With sodium methylate In methanol; water Stage #2: C15H17O(1+)*F6P(1-) With acetic acid In methanol; water Reflux; | 96% |
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With sodium hydroxide In ethanol; water at 0 - 70℃; Large scale; Stage #2: isobutyraldehyde In ethanol; water at 0 - 76℃; for 10h; Large scale; Stage #3: With ethanol; acetyl chloride at 0 - 25℃; Large scale; | 96% |
di-tert-butyl dicarbonate
histamine dichloride
Nα-(tert-butoxycarbonyl)histamine
Conditions | Yield |
---|---|
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 2h; Inert atmosphere; | 95% |
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 2h; pH=12; | 85% |
With triethylamine In methanol; acetonitrile; Petroleum ether |
ethyl trifluoroacetate,
histamine dichloride
trityl chloride
2,2,2-trifluoro-N-(1-trityl-1H-imidazol-4-ylethyl)acetamide
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With N-ethyl-N,N-diisopropylamine In methanol Cooling with ice; Stage #2: ethyl trifluoroacetate, In methanol at 20℃; Cooling with ice; Stage #3: trityl chloride With triethylamine In dichloromethane at 0 - 20℃; | 94% |
Stage #1: histamine dichloride With triethylamine In methanol at 20℃; for 0.166667h; Stage #2: ethyl trifluoroacetate, In methanol; dichloromethane at 0 - 20℃; for 4h; Stage #3: trityl chloride With triethylamine In dichloromethane at 20℃; | 91% |
histamine dichloride
4-(2-azidoethyl)-1H-imidazole
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate In methanol; dichloromethane; water at 20℃; pH=8.3; | 94% |
With copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate In methanol; dichloromethane; water at 20℃; for 24h; Inert atmosphere; |
histamine dichloride
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With sodium methylate In methanol; water Stage #2: C13H13O(1+)*F6P(1-) With acetic acid In methanol; water Reflux; | 94% |
histamine dichloride
N-t-butyloxycarbonyl-Nε-(2-chlorobenzyloxycarbonyl)lysine pentafluorophenyl ester
Boc-Lys(Z-(2-Cl))-Hia
Conditions | Yield |
---|---|
With triethylamine In chloroform; N,N-dimethyl-formamide for 20h; Substitution; | 93% |
phthalic anhydride
histamine dichloride
2-(2-(1H-imidazol-4-yl)ethyl)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With acetic acid; triethylamine for 2h; Reflux; | 91.6% |
histamine dichloride
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With sodium methylate In methanol; water Stage #2: C17H21O(1+)*F6P(1-) With acetic acid In methanol; water Reflux; | 90% |
histamine dichloride
4-(2-bromoethyl)-1H-imidazole hydrochloride
Conditions | Yield |
---|---|
With sulfuric acid; potassium bromide; sodium nitrite at -15℃; | 90% |
Conditions | Yield |
---|---|
With NaOH In methanol; ethanol addn. of solid NaOH to suspn. of histamine in methanol, addn. of aldehyde, stirring 15 min, addn. of V complex and ethanol, stirring overnight; precipitate filtered off and washed with ether, elem. anal.; | 89% |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 12h; Heating; | 88% |
di-tert-butyl dicarbonate
histamine dichloride
1-t-Butoxycarbonyl-4-{2-(t-butoxycarbonyl-amino)ethyl}imidazole
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With triethylamine In methanol at 20℃; for 0.5h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate In methanol at 20℃; for 1h; Inert atmosphere; | 88% |
With triethylamine In acetonitrile at 20℃; for 72h; |
histamine dichloride
3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde
4-(3-methyl-1-phenylpyrazol-4-yl)spinaceamine
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water Heating; | 88% |
histamine dichloride
(4-isopropylbenzaldehyde)
4-(4-isopropylphenyl)-4,5,6,7-tetrahydro-imidazo[4,5-c]pyridine
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water for 1.5h; Heating / reflux; | 87% |
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h; | 86% |
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h; | 86% |
histamine dichloride
N,N'-bis-Boc-S-methyl-isothiourea
N',N''-bis(tert-butoxycarbonyl)-N-(2-(1H-imidazol-4-yl)ethyl)guanidine
Conditions | Yield |
---|---|
Stage #1: histamine dichloride With sodium carbonate In water at 20℃; for 0.5h; Stage #2: N,N'-bis-Boc-S-methyl-isothiourea In tetrahydrofuran; water at 55℃; for 24h; Reflux; | 86% |
((N-(tert-butoxycarbonyl)glycyl)glycyl)glycine
histamine dichloride
N-tert-butoxycarbonyl-glycyl-glycyl-glycyl-histamine
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In acetonitrile at 20℃; for 12h; | 85% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate |
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