(2-chloroethyl)dimethylamine hydrochloride
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
Stage #1: (2-chloroethyl)dimethylamine hydrochloride With sodium thiosulfate In water for 10h; Heating; Stage #2: With hydrogenchloride at 85℃; for 2h; Further stages.; |
2-(N,N-dimethylamino)ethylthiol hydrochloride
1-(Chloromethyl-dimethyl-silanyl)-2-{tris-[2-(chloromethyl-dimethyl-silanyl)-ethyl]-silanyl}-ethane
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 80℃; for 9.5h; | 99% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
suberoyl chloride
(2-thiosuberoyloxydiethyl)-bis(dimethylamine) dihydrochloride
Conditions | Yield |
---|---|
In dichloromethane for 24h; Heating; | 98.6% |
bismuth(III) chloride
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
In tetrahydrofuran; ethanol pptn.; recrystn. (water); elem. anal.; | 97% |
bismuth(III) chloride
2-(N,N-dimethylamino)ethylthiol hydrochloride
BiCl3(SCH2CH2N(CH3)2H)
Conditions | Yield |
---|---|
In tetrahydrofuran; ethanol (N2); elem. anal.; | 97% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; toluene; mineral oil Heating; | 95% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
2-(dimethylamino)ethane-1-sulfonyl chloride hydrochloride
Conditions | Yield |
---|---|
With chlorine In methanol; water at -5 - 0℃; for 1.5h; | 94% |
(+)-brefeldin A
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
With N,N,N',N'-tetramethyl-1,8-diaminonaphthalene In methanol; water for 2h; Ambient temperature; | 94% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 93% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
chloroacetic acid
2-((2-(dimethylamino)ethyl)thio)acetic acid hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride; chloroacetic acid With potassium methanolate In methanol at 40℃; for 2h; Inert atmosphere; Stage #2: With hydrogenchloride In isopropyl alcohol pH=2; | 93% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
1-{Bis-[2-(chloromethyl-dimethyl-silanyl)-ethyl]-methyl-silanyl}-2-[tris-(2-{bis-[2-(chloromethyl-dimethyl-silanyl)-ethyl]-methyl-silanyl}-ethyl)-silanyl]-ethane
Conditions | Yield |
---|---|
With sodium hydroxide In water; isopropyl alcohol at 85℃; for 11h; | 92% |
N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indole-3-yl)-pyrimidine-2-amine
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.75h; Inert atmosphere; Stage #2: N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indole-3-yl)-pyrimidine-2-amine In N,N-dimethyl-formamide Inert atmosphere; | 90.42% |
With sodium hydride In N,N-dimethyl-formamide at 60℃; for 4h; | 71% |
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium hydride In hexane; N,N-dimethyl-formamide for 0.75h; Inert atmosphere; Stage #2: N-(4-fluoro-2-methoxy-5-nitrophenyl)-4-(1-methyl-1H-indole-3-yl)-pyrimidine-2-amine In hexane; N,N-dimethyl-formamide Inert atmosphere; | 2.5 g |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 89% |
6,7-dibromo-2,3-naphthalenedicarbonitrile
2-(N,N-dimethylamino)ethylthiol hydrochloride
2,3-dicyano-6,7-bis[(2-dimethylamino)ethylthio]naphthalene
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl acetamide at 20℃; for 1h; | 88% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 88% |
Conditions | Yield |
---|---|
With triethylamine In water at -20℃; for 24h; Michael addition; | 87% |
9-hydroxyxanthene
2-(N,N-dimethylamino)ethylthiol hydrochloride
9-<<2-(dimethylamino)ethyl>thio>-9H-xanthene hydrochloride
Conditions | Yield |
---|---|
In acetonitrile for 1.25h; Heating; | 86% |
C50H70Cl3NP2Si4
2-(N,N-dimethylamino)ethylthiol hydrochloride
(Ph2PCH2)2N(C6H4-4-Si(CH2CH2CH2SiMe2(CH2S(CH2)2NMe2))3)
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 80℃; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 3h; Inert atmosphere; Irradiation; | 86% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
phenylacetyl chloride
(2-phenylthioacetoxyethyl)dimethylammonium chloride
Conditions | Yield |
---|---|
In dichloromethane a.) RT, 45 min, b.) reflux, 24 h; | 85.88% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
2-chloro-4-(thien-2'-yl)pyrimidine
N,N-dimethyl-2-<<4'-(thien-2''yl)pyrimidin-2'-yl>thio>ethylamine
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium ethanolate at 20℃; for 0.25h; Stage #2: 2-chloro-4-(thien-2'-yl)pyrimidine at 70℃; for 12h; Further stages.; | 85% |
With sodium ethanolate In ethanol for 5h; Heating; | 1.25 g |
C29H45NO2Si3
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 3h; Inert atmosphere; Irradiation; | 84% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran; methanol for 4h; Irradiation; regioselective reaction; | 84% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium hydroxide In methanol for 0.0833333h; Inert atmosphere; Stage #2: (NEt4)[Ni(2-(N-(dimethylaminoethyl)aminocarbonyl)benzenethiolate)Cl] In methanol for 24h; Inert atmosphere; | 84% |
6-chloro-7-fluoro-8-nitro-9H-β-carboline
2-(N,N-dimethylamino)ethylthiol hydrochloride
[2-(6-chloro-8-nitro-9H-β-carbolin-7-ylsulfanyl)-ethyl]-dimethyl-amine
Conditions | Yield |
---|---|
Stage #1: 6-chloro-7-fluoro-8-nitro-9H-β-carboline; 2-(N,N-dimethylamino)ethylthiol hydrochloride With n-butyllithium In DMF (N,N-dimethyl-formamide) at 20℃; for 0.583333h; Stage #2: With sodium hydrogencarbonate In water at 20℃; | 83% |
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With n-butyllithium In DMF (N,N-dimethyl-formamide); hexane at 20℃; for 0.0833333h; Stage #2: 6-chloro-7-fluoro-8-nitro-9H-β-carboline In DMF (N,N-dimethyl-formamide); hexane at 20℃; for 0.5h; Stage #3: With sodium hydrogencarbonate In DMF (N,N-dimethyl-formamide); hexane; water at 20℃; | 83% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
[Pt(SCH2CH2NMe2)(8-methoxycyclooct-4-ene-1-yl)]
Conditions | Yield |
---|---|
With NaOMe In methanol (N2); using Schlenk techniques; addn. of NaOMe in MeOH to methanolic soln. of Me2NCH2CH2SH*HCl, addn. of Pt2(μ-Cl)2(C8H12OMe)2, stirring for 15 min; evapn. to dryness, extn. with CH2Cl2; elem. anal.; | 83% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
bis(N,N-dimethyl-2-aminoethyl)disulfide
Conditions | Yield |
---|---|
With sodium chlorite In methanol; water at 25℃; for 0.5h; Dimerization; | 82% |
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With iodine In methanol Stage #2: With sodium hydroxide In water pH=> 10; | 80% |
With sodium chlorite In methanol; water at 0℃; Dimerization; |
di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium
2-(N,N-dimethylamino)ethylthiol hydrochloride
Conditions | Yield |
---|---|
With potassium tert-butylate In methanol stirring (30 min), evaporation; drying, extracting (CH2Cl2), filtration, concentration, addition (CH3CN), coo;ing (-20°C), filtration (with cool CH3CN), drying (vac.); elem. anal.; | 82% |
2-(N,N-dimethylamino)ethylthiol hydrochloride
2-chloro-4-(2'-furanyl)pyrimidine
N,N-dimethyl-2-<(4'-furan-2''-ylpyrimidin-2'-yl)thio>ethylamine
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium ethanolate at 20℃; for 0.25h; Stage #2: 2-chloro-4-(2'-furanyl)pyrimidine at 70℃; for 12h; Further stages.; | 81% |
Stage #1: 2-(N,N-dimethylamino)ethylthiol hydrochloride With sodium ethanolate In ethanol at 20℃; for 0.25h; Inert atmosphere; Stage #2: 2-chloro-4-(2'-furanyl)pyrimidine In ethanol at 70℃; Inert atmosphere; | 81% |
Molecular Structure of 2-Dimethylamino ethanethiol hydrochloride (CAS NO.13242-44-9):
EINECS: 236-221-6
IUPAC Name: 2-(Dimethylamino)ethanethiol hydrochloride
Molecular Formula: C4H12ClNS
Molecular Weight: 141.662780 g/mol
H-Bond Donor: 1
H-Bond Acceptor: 1
Canonical SMILES: CN(C)CCS.Cl
InChI: InChI=1S/C4H11NS.ClH/c1-5(2)3-4-6;/h6H,3-4H2,1-2H3;1H
InChIKey: NRVFDGZJTPCULU-UHFFFAOYSA-N
Flash Point: 27.5 °C
Enthalpy of Vaporization: 35.99 kJ/mol
Boiling Point: 121.9 °C at 760 mmHg
Vapour Pressure: 14.3 mmHg at 25 °C
Melting Point: 150-160 °C(lit.)
Storage Temp.: Refrigerator (+4°C)
1. | ipr-mus LD50:280 mg/kg | YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. 93 (1973),25. |
Reported in EPA TSCA Inventory.
Safety Information of 2-Dimethylamino ethanethiol hydrochloride (CAS NO.13242-44-9):
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
WGK Germany: 3
RTECS: KJ1051000
F: 3-10-13-23
Poison by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl−, SOx, and NOx.
2-Dimethylamino ethanethiol hydrochloride with CAS registry number of 13242-44-9 is white to off-white crystalline powder, also known as Captamine hydrochloride [USAN] ; (2-Mercaptoethyl)dimethylammonium chloride ; (Dimethylamino)ethanethiol hydrochloride ; 1-(Dimethylamino)-2-thioethane hydrochloride ; 2-(Dimethylamino)ethanethiol hydrochloride ; 2-Dimethylamino ethanethiol hydrochloride ; Captamine HCl ; Captamine hydrochloride ; MEDA ; N,N-Dimethyl-2-aminoethanethiol hydrochloride ; N,N-Dimethylcysteamine hydrochloride ; N-(2-Mercaptoethyl)dimethylamine hydrochloride ; N-Dimethylcysteamine hydrochloride ; NSC 45463 ; NSC-45463 ; UNII-M43AX41U87 ; Ethanethiol, 2-(dimethylamino)-, hydrochloride ; Ethanethiol, 2-(dimethylamino)-, hydrochloride (1:1) . It is incompatible with strong oxidizing agents. When heated to decomposition, it yields Hydrogen chloride , Carbon monoxide , oxides of Nitrogen , oxides of sulfur, Carbon dioxide , Hydrogen sulfide .
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