Conditions | Yield |
---|---|
Stage #1: 2-(Diethylamino)ethanol With thionyl chloride In dichloromethane at -10 - 35℃; for 2.5h; Stage #2: With hydrogenchloride | 98.08% |
With thionyl chloride; chloroform at -5℃; | |
With thionyl chloride In chloroform |
diethylamine
2-chloro-ethanol
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: diethylamine; 2-chloro-ethanol for 4h; Reflux; Stage #2: With thionyl chloride In tetrachloromethane at 20℃; for 4h; | 46.6% |
Stage #1: diethylamine; 2-chloro-ethanol In toluene for 2h; Reflux; Stage #2: With thionyl chloride In toluene at 20℃; for 4h; Cooling with ice; | 3.3 g |
1,2-dichloro-ethane
diethylamine
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
at 70℃; for 2h; | 44.7% |
1,1,4,4-tetraethyl-piperazinediium; dichloride
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 33℃; Equilibrium constant; Decomposition; |
B
2-chloro-N,N-diethylethylamine hydrochloride
B
2-chloro-N,N-diethylethylamine hydrochloride
2-chloro-N,N-diethylethylamine hydrochloride
3-methyl-1,8-dihydrocycloheptapyrazol-8-one
1-<2-(diethylamino)ethyl>-3-methyl-1,8-dihydrocycloheptapyrazol-8-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 6h; Heating; | 100% |
2-chloro-N,N-diethylethylamine hydrochloride
methyl 4-butyloxy-3-hydroxybenzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 16h; Heating; | 100% |
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.166667h; Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride With triethylamine In DMF (N,N-dimethyl-formamide) at 70℃; for 1.5h; | 100% |
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
2-chloro-N,N-diethylethylamine hydrochloride
2-Chloro-4-triphenylvinyl-phenol
[2-(2-Chloro-4-triphenylvinyl-phenoxy)-ethyl]-diethyl-amine
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 72h; Heating; | 99.3% |
1,3-bis(tetrahydro-2-furyl)propane-2-carboxylic acid
2-chloro-N,N-diethylethylamine hydrochloride
2-diethylaminoethyl 1,3-bis(tetrahydro-2-furyl)propane-2-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In isopropyl alcohol for 20h; Heating; | 99% |
2-[(4-methoxyphenyl)-(2,3,6-trimethoxyphenanthren-9-yl)methyl]phenol
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 7h; Heating; | 99% |
2-chloro-N,N-diethylethylamine hydrochloride
(2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
(2S,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h; Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃; | 99% |
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In butanone for 11h; Reflux; | 99% |
2-chloro-N,N-diethylethylamine hydrochloride
1-(4'-hydroxyphenyl)-1,2,2-triphenylethylene
1-<4'-(β-diethylaminoethoxy)phenyl>-1,2,2-triphenylethylene
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 72h; Heating; | 98.4% |
2-chloro-N,N-diethylethylamine hydrochloride
combrestatin A4
Conditions | Yield |
---|---|
Stage #1: combrestatin A4 With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide at 90℃; for 12h; | 98% |
ethyl 2-(benzylamino)acetate
2-chloro-N,N-diethylethylamine hydrochloride
N-(diethylaminoethyl)-N-benzylglycine ethylester
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol; water at 20℃; for 19h; | 98% |
1-(4-hydroxyphenyl)-butan-1-one
2-chloro-N,N-diethylethylamine hydrochloride
1-[4-(2-diethylamino-ethoxy)-phenyl]-butan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 48h; Reflux; | 98% |
2-chloro-N,N-diethylethylamine hydrochloride
(2R,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
(2R,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2R,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h; Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃; | 98% |
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 80℃; | 98% |
Stage #1: 4-(phenylmethyl-d2)phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide; mineral oil at 80℃; for 12h; Inert atmosphere; | 92% |
5,6,7,8-Tetrahydro-2-naphthol
2-chloro-N,N-diethylethylamine hydrochloride
6-<2-(N,N-diethylamino)ethoxy>-1,2,3,4-tetrahydronaphthalene
Conditions | Yield |
---|---|
With potassium hydroxide In water | 97% |
2-chloro-N,N-diethylethylamine hydrochloride
4-Hydroxybenzophenone
4-[2-(N,N-diethylamino)ethoxy]benzophenone
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 6h; Heating; | 97% |
With tetrabutylammomium bromide In acetone at 30 - 40℃; for 4.16667h; | 8.32 g |
2-chloro-N,N-diethylethylamine hydrochloride
(2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
(2R,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h; Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃; | 97% |
2-chloro-N,N-diethylethylamine hydrochloride
(2S,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique
(2S,2'S)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N,N-diethylethylamine hydrochloride; (2S,2'S)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique With potassium carbonate In water; toluene at 20℃; for 0.5h; Stage #2: With benzyltrimethylammonium chloride In water; toluene at 90℃; | 97% |
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 8h; | 97% |
2-chloro-N,N-diethylethylamine hydrochloride
1-(4-Hydroxy-phenyl)-2,2-diphenyl-propan-1-one
1-[4-(2-Diethylamino-ethoxy)-phenyl]-2,2-diphenyl-propan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 96.7% |
6-nitro-3,4-dihydro-1H-quinolin-2-one
2-chloro-N,N-diethylethylamine hydrochloride
1-(2-(diethylamino)ethyl)-6-nitro-3,4-dihydroquinolin-2(1H)-one
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 25℃; Inert atmosphere; | 96.5% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; Product distribution / selectivity; | 78% |
2-chloro-N,N-diethylethylamine hydrochloride
2-azido-N,N-diethylethan-1-amine
Conditions | Yield |
---|---|
With sodium azide In water at 80℃; | 96.48% |
With sodium azide In water at 80℃; | 90% |
With sodium azide In water at 80℃; for 24h; | 73% |
4-Iodophenol
2-chloro-N,N-diethylethylamine hydrochloride
4-<2-(diethylamino)ethoxy>iodobenzene
Conditions | Yield |
---|---|
With potassium carbonate In water; acetone at 50℃; for 6h; | 96% |
With sodium ethanolate In ethanol for 16h; Heating; | 61% |
2-chloro-N,N-diethylethylamine hydrochloride
1-(4-Hydroxy-phenyl)-2-methyl-3-phenyl-butan-1-one
1-[4-(2-Diethylamino-ethoxy)-phenyl]-2-methyl-3-phenyl-butan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 96% |
9-methyl-2,9-dihydro-[1,2,4]triazino[6,5-b]indole-3-thione
2-chloro-N,N-diethylethylamine hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide at 20℃; for 20h; Alkylation; aminoalkylation; | 96% |
2-chloro-N,N-diethylethylamine hydrochloride
indole-2,3-dione
1-[2-(diethylamino)ethyl]-1H-indole-2,3-dione
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; | 96% |
Stage #1: indole-2,3-dione With sodium hydride In N,N-dimethyl-formamide Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride In N,N-dimethyl-formamide at 60℃; Further stages.; | 64% |
2-chloro-N,N-diethylethylamine hydrochloride
(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl](4-hydroxy-3,5-diiodophenyl)methanone
(+/-)-[2-(3-{[(tert-butyl)diphenylsilyl]oxy}butyl)benzofuran-3-yl]{4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In water; toluene for 5h; Heating; | 96% |
2-chloro-N,N-diethylethylamine hydrochloride
1-(4'-hydroxyphenyl)-2-phenyl-n-butane-1-one
1-[4-(2-diethylamino-ethoxy)-phenyl]-2-phenyl-butan-1-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 95.2% |
1. | mmo-sat 500 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),11. | ||
2. | mmo-esc 1 µmol/L | JPPMAB Journal of Pharmacy and Pharmacology. 31 (1979),67P. | ||
3. | dns-rat:lvr 100 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),11. | ||
4. | msc-mus:lym 22 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),33. | ||
5. | ipr-rat LD50:30 mg/kg | CPBTAL Chemical and Pharmaceutical Bulletin. 8 (1960),807. | ||
6. | orl-mus LDLo:320 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 14 (1985),111. | ||
7. | ipr-mus LD50:71 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 94 (1948),249. | ||
8. | scu-mus LD50:100 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
9. | ivn-mus LD50:100 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
10. | ivn-rbt LDLo:40 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
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