ChemicalBook CAS DataBase List Clethodim

Clethodim synthesis

3synthesis methods

Product Name:Clethodim
CAS Number:99129-21-2
Molecular formula:C17H26ClNO3S
Molecular Weight:359.91

The commercial production of clethodim involves a multi-step synthetic process built around constructing its cyclohexenone core and attaching key functional groups. One efficient route begins with the synthesis of the intermediate (E)-O-(3-chloro-2-propenyl)hydroxylamine, which is prepared via a continuous flow process from hydroxylamine hydrochloride, streamlining reaction time and improving safety. This intermediate is then coupled with a substituted cyclohexenone derivative, typically through condensation and acylation reactions, to form the final clethodim molecule. Alternative methods involve reacting 3,4-dihydro-3-methyl-2H-1,4-benzoxazine with dichloroacetyl chloride under reflux, followed by distillation and recrystallisation to yield high-purity clethodim.

3916-64-1 Synthesis

3916-64-1
42 suppliers
$65.00/100mg

99129-21-2
212 suppliers
$95.00/100mg

Yield:-

Steps:

Multi-step reaction with 7 steps
1.1: triethylamine / 0.25 h / 20 - 25 °C / Large scale
1.2: 55 - 65 °C / Large scale
2.1: sodium methylate / toluene / 5 h / 50 - 60 °C
3.1: malonic acid dimethyl ester / 4 h / 50 - 60 °C
4.1: dmap; triethylamine / toluene / 8 h / 80 - 90 °C / pH 7
5.1: acetic acid / water / 1 h / 60 °C
5.2: 5 h / 60 - 80 °C
6.1: hydrogenchloride / water; toluene / 4 h / 40 - 80 °C
7.1: Petroleum ether / 2 h / 20 - 30 °C

References:

Jiangsu Weigeruisi Chemical Co., Ltd.;Miao Handong;Wang Wei CN107162945, 2017, A

(E)-O-(3-Chloro-2-propenyl)hydroxylamine

87851-77-2
122 suppliers
$103.00/5g

111031-74-4 Synthesis

5-[2-(Ethylthio)propyl]-3-hydroxy-2-propionyl-2-cyclohexen-1-one

111031-74-4
17 suppliers
inquiry

99129-21-2
212 suppliers
$95.00/100mg

References

81008-52-8 Synthesis

81008-52-8
5 suppliers
inquiry

99129-21-2
212 suppliers
$95.00/100mg

References

Clethodim Related Search:

3-Chloropropyltriethoxysilane Epichlorohydrin Propyl butyrate 2-(Trifluoromethoxy)aniline Propyl gallate 3-Chloropropyltrimethoxysilane 3-Mercaptopropyltriethoxysilane 3-Aminopropyltriethoxysilane

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