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inquiryConditions | Yield |
---|---|
With sodium iodide dichloride at 70℃; for 2h; | 99% |
Stage #1: potassium thioacyanate; 4-nitro-aniline With nano-BF3/SiO2 In acetonitrile for 0.5h; Cooling with ice; Stage #2: With bromine In acetonitrile at 0 - 20℃; for 5h; | 90% |
With bromine In acetic acid for 3h; | 77% |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid 1 h, (-)10 deg C; 2 h, RT;; | 97% |
With nitric acid at -5 - 0℃; for 1h; | 87% |
With sulfuric acid; nitric acid at 5 - 20℃; for 3h; | 80% |
With nitric acid | |
With sulfuric acid; nitric acid |
Conditions | Yield |
---|---|
With bromine; acetic acid at 0 - 20℃; | 68% |
With bromine; acetic acid for 1h; cooling; | 32% |
Stage #1: ammonium thiocyanate With bromine; acetic acid at 10℃; for 0.5h; Stage #2: 4-nitro-aniline With acetic acid at 10℃; for 19h; | 15% |
Conditions | Yield |
---|---|
With bromine In chloroform | 60% |
With chloroform; bromine | |
With lead(II) dihydrogen orthophosphate; H2; buffer solution In methanol for 1.5h; Heating; |
BrH*C7H5N3O2S
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With ammonium hydroxide In water Heating; | |
With ammonium hydroxide In water pH=11; | |
With ammonium hydroxide In water |
Conditions | Yield |
---|---|
With ammonium thiocyanate; bromine; acetic acid | |
With ammonium thiocyanate; formic acid | |
Multi-step reaction with 2 steps 1: bromine; acetic acid / water / 0 - 10 °C 2: hydrogenchloride / water / 2 h / Reflux View Scheme |
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With ammonia at 160℃; im Rohr; |
Conditions | Yield |
---|---|
With bromine; acetic acid | 73% |
With bromine; acetic acid | |
With formic acid |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium hydroxide; ethanol; hydroxylamine | |
With potassium hydroxide; hydroxylamine hydrochloride In ethanol at 48 - 52℃; |
Conditions | Yield |
---|---|
With ammonium hydroxide at 150 - 160℃; unter Druck; | |
With ammonium hydroxide; ammonia at 140℃; unter Druck; | |
With ammonium hydroxide unter Druck; |
Conditions | Yield |
---|---|
With bromine; acetic acid at 0 - 20℃; | |
With ammonia; bromine; acetic acid | |
With ammonia; bromine; acetic acid |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: HNO3, H2SO4 / 6 - 8 °C 2: NH2OH*HCl, KOH / ethanol / 48 - 52 °C View Scheme | |
Multi-step reaction with 2 steps 1: HNO3, H2SO4 / 6 - 8 °C 2: NH2OH*HCl, KOH / ethanol / 48 - 52 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2O2 2: HNO3, H2SO4 / 6 - 8 °C 3: NH2OH*HCl, KOH / ethanol / 48 - 52 °C View Scheme | |
Multi-step reaction with 3 steps 1: H2O2 2: HNO3, H2SO4 / 6 - 8 °C 3: NH2OH*HCl, KOH / ethanol / 48 - 52 °C View Scheme |
C7H5N3O2S
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With hydrogenchloride In water for 2h; Reflux; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: bromine / acetic acid / 1 h / 0 - 10 °C 2: hydrogenchloride; water / 2 h / Reflux View Scheme |
4-amino-3-thiocyanatobenzoic acid
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With hydrogenchloride; water for 2h; Reflux; |
Conditions | Yield |
---|---|
With sulfuric acid |
2-amino-benzthiazole
ethyl nitrate
sulfuric acid
2-amino-6-nitrobenzothiazole
2-amino-6-nitrobenzothiazole
1-(4-methoxybenzyl)-3-(6-nitrobenzo[d]thiazol-2-yl)urea
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 22h; | 100% |
2-amino-6-nitrobenzothiazole
benzoyl chloride
N-(6-nitrobenzo[d]thiazol-2-yl)benzamide
Conditions | Yield |
---|---|
With triethylamine; dmap In tetrahydrofuran for 4h; Heating; | 99% |
With pyridine at 20 - 60℃; | 86% |
With pyridine at 20 - 60℃; | 86% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 1125.11 Torr; | 99% |
With C36H56Cl3CrN2O; magnesium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; | 98% |
With hydrogen; palladium 10% on activated carbon In methanol at 20℃; under 2250.23 Torr; for 2.5h; | 96% |
Conditions | Yield |
---|---|
With tert.-butylnitrite; copper(ll) bromide In acetonitrile at 20℃; Inert atmosphere; | 99% |
With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 20℃; for 0.5h; | 93% |
With hydrogen bromide; copper(I) bromide; sodium nitrite In water at 20℃; for 1h; | 88.4% |
2-amino-6-nitrobenzothiazole
1-amino-4-bromo-9,10-dioxoanthracene-2-sulphonic acid
1-amino-4-[(6-nitro-2-benzothiazolyl)amino]-9,10-anthraquinone-2-sulfonic acid
Conditions | Yield |
---|---|
With copper; potassium carbonate; copper(II) sulfate In water at 90℃; for 4h; | 98% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; | 97% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran at 40℃; for 6h; | 97% |
2-amino-6-nitrobenzothiazole
4-methyl-benzoyl chloride
[149a] 2-(4-Methylbenzoylamino)-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With 2,4-dichlorophenoxyacetic acid dimethylamine | 96% |
Conditions | Yield |
---|---|
Stage #1: 2-amino-6-nitrobenzothiazole With phosphoric acid; sodium nitrite In water at 0℃; for 1.5h; Stage #2: With copper(II) sulfate; sodium chloride In water at 0℃; for 0.5h; | 95% |
With tert.-butylnitrite; copper dichloride In acetonitrile at 65℃; for 1.75h; | 77% |
With phosphoric acid; copper(II) sulfate; sodium chloride; sodium nitrite | 75% |
2-amino-6-nitrobenzothiazole
sodium isocyanate
1-(6-nitrobenzothiazol-2-yl)urea
Conditions | Yield |
---|---|
With acetic acid In water at 20℃; for 3h; | 95% |
With acetic acid In ethanol Heating; |
2,4-dihydroxyquinoline
2-amino-6-nitrobenzothiazole
2,2-dihydroxy-1-phenyl-ethanone
Conditions | Yield |
---|---|
With lemon juice at 110℃; for 0.25h; Green chemistry; | 95% |
2-amino-6-nitrobenzothiazole
2-(4-nitrophenyl)-4H-3,1-benzoxazin-4-one
Conditions | Yield |
---|---|
In pyridine Reflux; | 95% |
2-amino-6-nitrobenzothiazole
3,4-dimethoxy-trans-cinnamic acid
(2E)-3-(3,4-dimethoxyphenyl)-N-(6-nitro-1,3-benzothiazol-2-yl)acrylamide
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide; dicyclohexyl-carbodiimide In neat (no solvent) at 140℃; for 0.0333333h; Microwave irradiation; | 93% |
2-amino-6-nitrobenzothiazole
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2-amino-6-nitrobenzothiazole In N,N-dimethyl-formamide at 20℃; | 93% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 0 - 20℃; for 20h; Inert atmosphere; | 67% |
Conditions | Yield |
---|---|
Stage #1: N-Benzyloxycarbonyl-L-proline With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: 2-amino-6-nitrobenzothiazole With dmap In dichloromethane at 20℃; | 92.03% |
Stage #1: N-Benzyloxycarbonyl-L-proline With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: 2-amino-6-nitrobenzothiazole With dmap In dichloromethane at 20℃; | 92.03% |
2-amino-6-nitrobenzothiazole
acetic anhydride
N-(6-nitro-1,3-benzothiazol-2-yl)acetamide
Conditions | Yield |
---|---|
With pyridine In acetone for 8h; Reflux; | 92% |
With pyridine at 90℃; for 4h; | 79% |
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; for 14h; Inert atmosphere; | 75% |
2-amino-6-nitrobenzothiazole
di-tert-butyl dicarbonate
(6-nitrobenzothiazol-2-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With dmap In dichloromethane at 25℃; for 18h; | 92% |
With dmap In N,N-dimethyl-formamide at 90℃; for 1h; | 87.5% |
With dmap In N,N-dimethyl-formamide at 90℃; for 18h; | 85% |
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; | 92% |
3,4-dichloro-5-methyl-1H-pyrrole-2-carboxylic acid chloride
2-amino-6-nitrobenzothiazole
Conditions | Yield |
---|---|
In toluene Reflux; | 92% |
In toluene Reflux; | 82% |
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 100℃; under 11251.1 Torr; Microwave irradiation; Green chemistry; | 92% |
2-amino-6-nitrobenzothiazole
pyridine-3-carbonyl chloride hydrochloride
N-(6-nitrobenzothiazol-2-yl)nicotinamide
Conditions | Yield |
---|---|
With dmap; triethylamine In 1,4-dioxane for 12h; Heating / reflux; | 91% |
With triethylamine; dmap In 1,4-dioxane for 12h; Heating / reflux; | 91% |
Conditions | Yield |
---|---|
With sodium azide In neat (no solvent) at 90℃; for 0.916667h; Reagent/catalyst; Green chemistry; | 91% |
2-amino-6-nitrobenzothiazole
C15H11BrCl2O
2-(2,4-dichlorophenyl)-3-(4-methylphenyl)-7-nitroimidazo[2,1-b][1,3]benzothiazole
Conditions | Yield |
---|---|
In ethanol Reflux; | 90.1% |
Stage #1: 2-amino-6-nitrobenzothiazole; C15H11BrCl2O In ethanol Reflux; Stage #2: With phosphorus pentoxide In ethanol Reflux; | 90.1% |
2-amino-6-nitrobenzothiazole
α-bromoacetophenone
7-nitro-2-phenylbenzo[d]imidazo[2,1-b]thiazole
Conditions | Yield |
---|---|
In water; isopropyl alcohol at 100℃; under 11251.1 Torr; Microwave irradiation; Green chemistry; | 90% |
In ethanol for 30h; Heating; | |
In ethanol Heating; | |
Stage #1: 2-amino-6-nitrobenzothiazole; α-bromoacetophenone In acetone for 24h; Stage #2: In water for 6h; Reflux; |
Conditions | Yield |
---|---|
In methanol for 0.0333333h; microwave irradiation; | 90% |
2-amino-6-nitrobenzothiazole
acetyl chloride
N-(6-nitro-1,3-benzothiazol-2-yl)acetamide
Conditions | Yield |
---|---|
With triethylamine In 1,4-dioxane at 0 - 20℃; | 90% |
In chloroform at 0 - 5℃; for 3h; | |
With pyridine at 0 - 20℃; for 12h; Inert atmosphere; |
2-amino-6-nitrobenzothiazole
2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetic acid
N1-(6-nitro-1,3-benzothiazol-2-yl)-2-{2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)-1-ethenyl]phenoxy}acetamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; | 90% |
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 90% |
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