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120983-72-4

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120983-72-4 Usage

Uses

2-chloro-1-(1-chlorocyclopropyl)ethan-1-one is a chemical intermediate, mainly used for the synthesis of prothioconazole.

Flammability and Explosibility

Notclassified

Synthesis

2-chloro-1-(1-chlorocyclopropyl)ethan-1-one was prepared by 1-(1-chlorocyclopropyl)ethanone stirred in DCM and methanol with chlorine gas at 0℃ for 3h.

Check Digit Verification of cas no

The CAS Registry Mumber 120983-72-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,0,9,8 and 3 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 120983-72:
(8*1)+(7*2)+(6*0)+(5*9)+(4*8)+(3*3)+(2*7)+(1*2)=124
124 % 10 = 4
So 120983-72-4 is a valid CAS Registry Number.
InChI:InChI=1/C5H6Cl2O/c6-3-4(8)5(7)1-2-5/h1-3H2

120983-72-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-chloro-1-(1-chlorocyclopropyl)ethanone

1.2 Other means of identification

Product number -
Other names 1-chloro-1-chloroacetylcyclopropane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:120983-72-4 SDS

120983-72-4Synthetic route

1-chlorocyclopropyl methyl ketone
63141-09-3

1-chlorocyclopropyl methyl ketone

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
With chlorine at 10 - 25℃; under 760.051 Torr; for 2h; Temperature; Reagent/catalyst;98.5%
With sodium nitrate; trichloroisocyanuric acid; antimonypentachloride at 60℃; for 4h; Reagent/catalyst; Solvent; Temperature;96.8%
With iron(III) chloride; tetrabutylammomium bromide; chlorine In dichloromethane at 15 - 25℃; for 5h; Reagent/catalyst; Temperature;93.1%
Cyclopropyl methyl ketone
765-43-5

Cyclopropyl methyl ketone

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
With N-chloro-succinimide In dichloromethane at 0 - 20℃;92%
With phosgene In methanol; chloroform at 5 - 15℃; for 3h; Temperature; Reagent/catalyst; Solvent; Reflux;71.95%
5-chloro-2-pentanone
5891-21-4

5-chloro-2-pentanone

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
Stage #1: 5-chloro-2-pentanone With thionyl chloride In dichloromethane at 0 - 40℃; for 4h;
Stage #2: With tetrabutylammomium bromide; sodium hydroxide In dichloromethane at 40℃; for 3h; Solvent; Temperature; Reagent/catalyst;
60%
3, 5-dichloro-2-pentanone
58371-98-5

3, 5-dichloro-2-pentanone

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide In water at 20 - 90℃; for 0.583333h; Reagent/catalyst; Heating;
1,3,5-trichloro-2-pentanone

1,3,5-trichloro-2-pentanone

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0℃; for 0.166667h; Reagent/catalyst; Flow reactor;
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

3-chloro-2-(1-chloro-cycloprop-1-yl)-1-(2-chloro-phenyl)-propan-2-ol

3-chloro-2-(1-chloro-cycloprop-1-yl)-1-(2-chloro-phenyl)-propan-2-ol

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 2-methyltetrahydrofuran; tert-butyl methyl ether at 50℃; for 0.5h;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tert-butyl methyl ether at 0℃; for 0.00833333h;
95.3%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 2-methyltetrahydrofuran; tert-butyl methyl ether at 25 - 50℃; for 4.5h; Inert atmosphere; Large scale;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In 2-methyltetrahydrofuran; tert-butyl methyl ether at 0 - 5℃; for 1h; Solvent; Large scale;
94%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In tetrahydrofuran for 1h; Cooling with ice;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran for 1h; Cooling with ice;
89%
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium In 1,2-dimethoxyethane Grignard Reaction;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In 1,2-dimethoxyethane; toluene at 20 - 25℃; for 2h; Solvent; Grignard Reaction;
81%
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

allylmagnesium bromide
1730-25-2

allylmagnesium bromide

1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol
1311370-58-7

1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol

Conditions
ConditionsYield
With ammonium chloride In diethyl ether at -50℃; for 1.33333h; Inert atmosphere;77%
Stage #1: 1-chlorocyclopropyl-2-chloro-ethan-1-one; allylmagnesium bromide In diethyl ether at -50℃; for 2.33333h; Inert atmosphere; Cooling with ice;
Stage #2: With ammonium chloride In diethyl ether; water Cooling with ice;
3-chloro-4-methylpyridine
72093-04-0

3-chloro-4-methylpyridine

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

3-chloro-4-{[2-(1-chlorocyclopropyl)oxiran-2-yl]methyl}pyridine

3-chloro-4-{[2-(1-chlorocyclopropyl)oxiran-2-yl]methyl}pyridine

Conditions
ConditionsYield
Stage #1: 3-chloro-4-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -70 - -30℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran at -70 - 20℃; for 1h; Inert atmosphere;
73%
Stage #1: 3-chloro-4-methylpyridine With lithium diisopropyl amide In tetrahydrofuran at -70℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In tetrahydrofuran at -70 - -30℃; for 1h; Inert atmosphere;
73%
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

vinyl magnesium bromide
1826-67-1

vinyl magnesium bromide

1-chloro-2-(1-chlorocyclopropyl)-3-buten-2-ol

1-chloro-2-(1-chlorocyclopropyl)-3-buten-2-ol

Conditions
ConditionsYield
Stage #1: 1-chlorocyclopropyl-2-chloro-ethan-1-one; vinyl magnesium bromide In tetrahydrofuran at -20 - 0℃; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran; water Cooling with ice;
67%
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

1-allyl-1H-imidazole-4-carbonitrile

1-allyl-1H-imidazole-4-carbonitrile

1-allyl-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-4-cyano-1H-imidazol-3-ium iodide

1-allyl-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-4-cyano-1H-imidazol-3-ium iodide

Conditions
ConditionsYield
With potassium iodide In methanol at 70℃; for 46h;46%
With potassium iodide In methanol at 70℃; for 46h;
1H-tetrazole
288-94-8

1H-tetrazole

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

A

1-(1-chlorocyclopropyl)-2-(tetrazol-2-yl)ethanone

1-(1-chlorocyclopropyl)-2-(tetrazol-2-yl)ethanone

B

1-(1-chlorocyclopropyl)-2-(tetrazol-1-yl)ethanone

1-(1-chlorocyclopropyl)-2-(tetrazol-1-yl)ethanone

Conditions
ConditionsYield
Stage #1: 1H-tetrazole With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 21℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one In acetonitrile at 21 - 40℃; for 2h;
A 10.4%
B 34.7%
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

tert-butyl 4-(3-carbamothioyl-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate

tert-butyl 4-(3-carbamothioyl-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl)piperidine-1-carboxylate

tert-butyl 4-{3-[4-(1-chlorocyclopropyl)-1,3-thiazol-2-yl]-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl}piperidine-1-carboxylate

tert-butyl 4-{3-[4-(1-chlorocyclopropyl)-1,3-thiazol-2-yl]-5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidin-7-yl}piperidine-1-carboxylate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine In ethanol at 70℃; for 1h;30%
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

1-bromovinylbenzene
98-81-7

1-bromovinylbenzene

ammonium chloride

ammonium chloride

1-chloro-2-(1-chlorocyclopropyl)-3-phenyl-but-3-en-2-ol

1-chloro-2-(1-chlorocyclopropyl)-3-phenyl-but-3-en-2-ol

Conditions
ConditionsYield
With magnesium In diethyl ether
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

4-chloro-phenol
106-48-9

4-chloro-phenol

1-chlorocyclopropyl-2-(4-chlorophenoxy)-ethan-1-one

1-chlorocyclopropyl-2-(4-chlorophenoxy)-ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In water; toluene
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

4-chloro-phenol
106-48-9

4-chloro-phenol

1-chlorocyclopropyl-4-chlorophenoxymethyl ketone

1-chlorocyclopropyl-4-chlorophenoxymethyl ketone

Conditions
ConditionsYield
With potassium carbonate In ethyl acetate; acetonitrile
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

4-Fluorobenzyl bromide
459-46-1

4-Fluorobenzyl bromide

1-chloro-2-(1-chlorocyclopropyl)-3-(4-fluorophenyl)-propan-2-ol

1-chloro-2-(1-chlorocyclopropyl)-3-(4-fluorophenyl)-propan-2-ol

Conditions
ConditionsYield
With magnesium; acetic acid In diethyl ether; water
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-2-(2,2-dichlorocyclopropyl)oxirane

2-(1-chlorocyclopropyl)-2-(2,2-dichlorocyclopropyl)oxirane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran / -20 - 0 °C / Inert atmosphere
1.2: Cooling with ice
2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 32 h / 60 - 80 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

1-(1-chlorocyclopropyl)-1-(2,2-dichlorocyclopropyl)-2-(1H-1,2,4-triazol-1-yl)ethanol

1-(1-chlorocyclopropyl)-1-(2,2-dichlorocyclopropyl)-2-(1H-1,2,4-triazol-1-yl)ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrahydrofuran / -20 - 0 °C / Inert atmosphere
1.2: Cooling with ice
2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 32 h / 60 - 80 °C
3.1: potassium carbonate; potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 5 h / 80 °C / Inert atmosphere
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-2-(2,2-dibromocyclopropylmethyl)oxirane

2-(1-chlorocyclopropyl)-2-(2,2-dibromocyclopropylmethyl)oxirane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice
1.2: Cooling with ice
2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C
View Scheme
Multi-step reaction with 2 steps
1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C
2: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C
View Scheme
Multi-step reaction with 3 steps
1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice
1.2: Cooling with ice
2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
3.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C
2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
3: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: ammonium chloride / diethyl ether / 1.33 h / -50 °C / Inert atmosphere
2: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / water / 7 h / 20 - 80 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-1-(2,2-dibromocyclopropyl)-3-(1H-1,2,4-triazole-1-yl)propane-2-ol

2-(1-chlorocyclopropyl)-1-(2,2-dibromocyclopropyl)-3-(1H-1,2,4-triazole-1-yl)propane-2-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice
1.2: Cooling with ice
2.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C
3.1: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C
2: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / water / 7 h / 20 - 80 °C
3: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice
1.2: Cooling with ice
2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
3.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C
4.1: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C
2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
3: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water / 15 h / 60 °C
4: potassium carbonate; sodium t-butanolate / N,N-dimethyl-formamide / 2 h / 90 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-2-(2-propenyl)oxirane
1311370-67-8

2-(1-chlorocyclopropyl)-2-(2-propenyl)oxirane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diethyl ether / 2.33 h / -50 °C / Inert atmosphere; Cooling with ice
1.2: Cooling with ice
2.1: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: zinc; ammonium chloride / water; tetrahydrofuran / 3.17 h / 35 °C
2: sodium hydroxide; water / tetrahydrofuran / 4 h / 20 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

allyl bromide
106-95-6

allyl bromide

1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol
1311370-58-7

1-chloro-2-(1-chlorocyclopropyl)-4-pentene-2-ol

Conditions
ConditionsYield
With ammonium chloride; zinc In tetrahydrofuran; water at 35℃; for 3.16667h;
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

C13H14Cl2N4OS

C13H14Cl2N4OS

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -70 - -30 °C / Inert atmosphere
1.2: 1 h / -70 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - 10 °C
3.2: -10 - 20 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-1-(3-chloropyridin-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

2-(1-chlorocyclopropyl)-1-(3-chloropyridin-4-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.08 h / -70 - -30 °C / Inert atmosphere
1.2: 1 h / -70 - 20 °C / Inert atmosphere
2.1: potassium tert-butylate; potassium carbonate / N,N-dimethyl-formamide / 5 h / 40 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

di-{1-[2-(1-chlorocyclopropyl)-3-(2-chloro-phenyl)-2-hydroxy-propyl-1]-1,2,4-triazol-5-yl} disulphide
199391-98-5

di-{1-[2-(1-chlorocyclopropyl)-3-(2-chloro-phenyl)-2-hydroxy-propyl-1]-1,2,4-triazol-5-yl} disulphide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: iodine; magnesium / tetrahydrofuran / 1 h / Cooling with ice
1.2: 1 h / Cooling with ice
2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: iodine; magnesium / tetrahydrofuran / 1 h / Cooling with ice
1.2: 1 h / Cooling with ice
2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C
3.1: zinc / methanol / 3 h / 30 °C
View Scheme
1-allyl-4-chloro-1H-imidazole

1-allyl-4-chloro-1H-imidazole

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

1-allyl-4-chloro-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-1H-imidazol-3-ium iodide

1-allyl-4-chloro-3-[2-(1-chlorocyclopropyl)-2-oxoethyl]-1H-imidazol-3-ium iodide

Conditions
ConditionsYield
With potassium iodide In methanol at 20 - 70℃; for 22h;34.6 g
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)butan-2-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere
1.2: 2 h / 21 - 40 °C
2.1: ethylene dibromide; magnesium / diethyl ether / 0.67 h / 0 - 5 °C / Inert atmosphere
2.2: 0.83 h / 0 - 5 °C
3.1: hydrogen; palladium on activated charcoal / methanol / 21 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-1-phenyl-3-(tetrazol-1-yl)propan-2-ol

2-(1-chlorocyclopropyl)-1-phenyl-3-(tetrazol-1-yl)propan-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere
1.2: 2 h / 21 - 40 °C
2.1: manganese chloride bis(lithium chloride) / tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere
2.2: 2 h / 0 °C
View Scheme
1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)but-3-en-2-ol

2-(1-chlorocyclopropyl)-3-(2-fluorophenyl)-1-(tetrazol-1-yl)but-3-en-2-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.08 h / 21 °C / Inert atmosphere
1.2: 2 h / 21 - 40 °C
2.1: ethylene dibromide; magnesium / diethyl ether / 0.67 h / 0 - 5 °C / Inert atmosphere
2.2: 0.83 h / 0 - 5 °C
View Scheme
formaldehyd
50-00-0

formaldehyd

1-chlorocyclopropyl-2-chloro-ethan-1-one
120983-72-4

1-chlorocyclopropyl-2-chloro-ethan-1-one

ammonium thiocyanate
1147550-11-5

ammonium thiocyanate

1-chloro-2-(chloromethyl)benzene
611-19-8

1-chloro-2-(chloromethyl)benzene

Conditions
ConditionsYield
Stage #1: 1-chloro-2-(chloromethyl)benzene With iodine; magnesium at 30℃; for 3h; Inert atmosphere;
Stage #2: 1-chlorocyclopropyl-2-chloro-ethan-1-one for 2h; Inert atmosphere;
Stage #3: formaldehyd; ammonium thiocyanate Further stages;

120983-72-4Relevant articles and documents

AN INDUSTRIAL SCALE PROCESS FOR THE PREPARATION OF PROTHIOCONAZOLE

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Page/Page column 10, (2021/04/23)

The present invention relates to an industrial scale process for the preparation of Prothioconazole (I), which is simple, economical, efficient, user and environment friendly, moreover commercially viable with higher yield and greater chemical purity.

Preparation method 2 - chloro -1 - (1 - chlorocyclopropyl) ethanone

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Paragraph 0032-0047, (2021/01/25)

The invention discloses a preparation method of 2-chloro-1-(1-chlorocyclopropyl)ethanone. The method comprises the steps as follows: in the presence of a Lewis acid salt catalyst and a quaternary ammonium salt phase transfer catalyst, chlorine is introduced into a solvent system with 1-acetyl-1-chlorocyclopropane dissolved or directly introduced into 1-acetyl-1-chlorocyclopropane, the reaction temperature is controlled at 5-25 DEG C for chlorination, and 2-chloro-1-(1-chlorocyclopropyl)ethanone is prepared. 2-chloro-1-(1-chlorocyclopropyl)ethanone prepared with the method has the advantage that content and molar yield can reach 90% or higher.

Method for preparing 1-chloro-1-(chloroacetyl) cyclopropane

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Paragraph 0032; 0068-0077, (2020/12/30)

The invention provides a method for preparing 1-chloro-1 (chloroacetyl) cyclopropane by using a microchannel reactor. The method comprises the steps of B) reacting 1, 3, 5-trichloro-2-pentanone with an alkali liquor in a solvent at a temperature of -5 to 10 DEG C and a pressure of 1.0 to 10.0 bar in the microchannel reactor for 5 to 30 minutes to obtain 1-chloro-1 (chloroacetyl) cyclopropane. Themethod disclosed by the invention is good in selectivity, high in conversion rate and high in product purity, and eliminates polysubstitution byproducts from a reaction source; the method is free of high-temperature and high-pressure reaction and convenient to operate; and moreover, the amplification effect of the reaction is small, and industrial production is facilitated.

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