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inquiry2-Chloro-3-methylthiophene CAS:14345-97-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organi
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inquiry2-Chloro-3-methylthiophene Basic information Product Name: 2-Chloro-3-methylthiophene Synonyms: 2-Chloro-3-methythiophene;2-CHLORO-3-METHYLTHIOPHENE 97%;N-ydroxymethylphthalimide;Thiophene, 2-chloro-3-methyl-;2-Chloro-3-methylthiophene ,98%;2-
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inquiryN-chloro-succinimide
3-Methylthiophene
A
2-chloro-3-methylthiophene
B
3-(chloromethyl)thiophene
Conditions | Yield |
---|---|
With tetrachloromethane; dibenzoyl peroxide |
3-Methylthiophene
2-chloro-3-methylthiophene
Conditions | Yield |
---|---|
With sulfuryl dichloride | |
With aluminium trichloride; benzeneseleninyl chloride In chloroform for 3h; Ambient temperature; | 78 % Chromat. |
With sulfuryl dichloride at 15℃; for 1h; |
Conditions | Yield |
---|---|
With sulfuryl dichloride In acetonitrile |
Conditions | Yield |
---|---|
35,3 g (52%) |
2-chloro-3-methylthiophene
3,5,5-Trimethylcyclohex-2-en-1-one
Conditions | Yield |
---|---|
With 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; lithium tert-butoxide In 1,4-dioxane at 100℃; for 1h; Schlenk technique; Inert atmosphere; | 99% |
2-chloro-3-methylthiophene
4-chloro-1H-pyrazole
Conditions | Yield |
---|---|
With tert.-butylnitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 20℃; for 4h; Irradiation; Schlenk technique; | 95% |
2-chloro-3-methylthiophene
carbon dioxide
5-chloro-4-methylthiophen-2-carboxylic acid
Conditions | Yield |
---|---|
With n-butyllithium In diethyl ether 1.) reflux, 2 h, 2.) - 70 deg C; | 89% |
2-chloro-3-methylthiophene
ethyl acrylate
Conditions | Yield |
---|---|
With dimethyl 2-((6-methylpyridin-3-yl)methylene)malonate; palladium diacetate; silver fluoride; acetic acid In N,N-dimethyl-formamide at 50℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; regioselective reaction; | 87% |
2-chloro-3-methylthiophene
dicyanozinc
3-methylthiophene-2-carbonitrile
Conditions | Yield |
---|---|
bis(tri-t-butylphosphine)palladium(0); zinc In N,N-dimethyl acetamide at 95℃; for 6h; | 86.4% |
2-chloro-3-methylthiophene
1-methoxy-4-(2-methyl-1-propenyl)benzene
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; 2,2':5',2''-terthiophene In dichloromethane at 20℃; Glovebox; Schlenk technique; regioselective reaction; | 83% |
2-chloro-3-methylthiophene
2-phenylpyridine
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; | 80% |
2-chloro-3-methylthiophene
3-hexyl-2-bromothiophene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 3-hexyl-2-bromothiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 79% |
2-chloro-3-methylthiophene
tert-Butyl acrylate
Conditions | Yield |
---|---|
With 4-(ethylthio)-N,N-dimethylaniline; palladium diacetate; acetic acid; hydroquinone at 60℃; for 3h; | 78% |
2-chloro-3-methylthiophene
cyclohexenone
Conditions | Yield |
---|---|
With 4,5-Diazafluoren-9-one; palladium diacetate; acetic acid In acetonitrile at 50℃; for 36h; | 78% |
With 4,5-Diazafluoren-9-one; palladium diacetate; acetic acid In acetonitrile at 50℃; for 36h; Heck Reaction; Green chemistry; | 78% |
2-chloro-3-methylthiophene
2,6-dimethylbenzene boronic acid
2-(2,6-dimethylphenyl)-3-methylthiophene
Conditions | Yield |
---|---|
With potassium phosphate; 9-(2-(dicyclohexylphosphino)phenyl)-9H-carbazole; palladium diacetate; phenylboronic acid In 1,4-dioxane at 120℃; for 24h; Suzuki coupling; Inert atmosphere; | 75% |
2-chloro-3-methylthiophene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-methylthiophene With (2,2,6,6-tetramethylpiperidin-1-yl)magnesium halide Stage #2: 2-bromo-3-(4-bistrimethylsiloxysilylbutan-1-yl)thiophene With palladium catalyst | 74% |
2-chloro-3-methylthiophene
2,4-dimethyl-3,6-dioxocyclohexa-1,4-dienylboronic acid
6-(5-chloro-4-methylthiophen-2-yl)-2,6-dimethylcyclohex-2-ene-1,4-dione
Conditions | Yield |
---|---|
With iron(III) chloride hexahydrate In dichloromethane at 25℃; for 48h; Friedel Crafts alkylation; regioselective reaction; | 72% |
2-chloro-3-methylthiophene
2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 72% |
Stage #1: 2-chloro-3-methylthiophene With (2,2,6,6-tetramethylpiperidin-1-yl)magnesium halide Stage #2: 2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene With palladium catalyst | 72% |
2-bromothiophene
2-chloro-3-methylthiophene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromothiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 72% |
2-chloro-3-methylthiophene
2-bromo-3-methylthiophene
Conditions | Yield |
---|---|
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromo-3-methylthiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique; | 71% |
2-chloro-3-methylthiophene
thiophene-2-carboxylic acid methyl ester
A
C11H9ClO2S2
Conditions | Yield |
---|---|
With palladium diacetate; silver(l) oxide; 2-Biphenylcarboxylic acid In dimethyl sulfoxide at 80℃; for 8h; | A 70% B 28% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; tetrabutylammonium tetrafluoroborate; manganese (II) acetate tetrahydrate In acetic acid at 80℃; for 4h; Electrolysis; Inert atmosphere; | 69% |
2-chloro-3-methylthiophene
Methyl isobutyrate
2-methyl-3-(3-methyl-thiophen-2-yl)-propionic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: Methyl isobutyrate With lithium dicyclohexylamide In toluene at 20℃; for 0.25h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); DavePhos In toluene at 20℃; for 0.0833333h; Inert atmosphere; Stage #3: 2-chloro-3-methylthiophene In toluene at 50℃; for 1h; Inert atmosphere; | 67% |
2-chloro-3-methylthiophene
2-hydroxy-2-methylpropanenitrile
3-methylthiophene-2-carbonitrile
Conditions | Yield |
---|---|
With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos In isopropyl alcohol at 80℃; for 2h; Inert atmosphere; | 67% |
2-chloro-3-methylthiophene
cyclohexenone
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; silver carbonate; N-acetylglycine; palladium dichloride In 1,4-dioxane; dimethyl sulfoxide at 60℃; for 24h; Sealed tube; | 67% |
With silver hexafluoroantimonate; 1,1,1,3',3',3'-hexafluoro-propanol; silver carbonate; N-acetylglycine; palladium dichloride In 1,4-dioxane; dimethyl sulfoxide at 60℃; for 24h; | 67% |
With 4,5-Diazafluoren-9-one; oxygen; palladium diacetate; p-benzoquinone In acetonitrile at 80℃; for 24h; Heck Reaction; Green chemistry; | 50% |
Conditions | Yield |
---|---|
With p-benzoquinone In acetic acid; dimethyl sulfoxide at 60℃; for 10h; | 61% |
2-chloro-3-methylthiophene
1-phenyl-propan-1-one
(E)-3-(5-chloro-4-methyl-2-thienyl)-1-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With silver (II) carbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium acetate; palladium diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; Schlenk technique; Inert atmosphere; | 60% |
Conditions | Yield |
---|---|
With p-benzoquinone In acetic acid; dimethyl sulfoxide at 60℃; for 10h; | 53% |
2-chloro-3-methylthiophene
o-iodo-methyl-benzoic acid
acrylic acid methyl ester
Conditions | Yield |
---|---|
With triphenyl-arsane; C9H13NO; silver(I) acetate; palladium diacetate; acetic acid; p-benzoquinone In ethyl acetate for 48h; Heating; Sealed tube; regioselective reaction; | 51% |
2-chloro-3-methylthiophene
1-Brom-2-(2,4,6-trimethylphenyl)acetylen
Conditions | Yield |
---|---|
With 1,4-pyrazine; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; silver(l) oxide In dimethyl sulfoxide at 60℃; for 18h; Schlenk technique; Sealed tube; regioselective reaction; | 45% |
2-chloro-3-methylthiophene
2-phenylpyridine
5-chloro-2-methyl-benzenamine
Conditions | Yield |
---|---|
Stage #1: 2-phenylpyridine; 5-chloro-2-methyl-benzenamine With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: 2-chloro-3-methylthiophene In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; | A 16% B 41% C 28% |
2-chloro-3-methylthiophene
diethyllaurylamine
Conditions | Yield |
---|---|
With ethyl acetate | |
With ethanol |
2-chloro-3-methylthiophene
2-chloro-3-bromomethylthiophene
Conditions | Yield |
---|---|
With tetrachloromethane; N-Bromosuccinimide; dibenzoyl peroxide | |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 0.666667h; Inert atmosphere; |
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