ChemicalBook CAS DataBase List 80841-78-7

80841-78-7

Name	4-Cloromethyl-5-methyl-1,3-dioxol-2-one
CAS	80841-78-7
EINECS(EC#)	617-178-6
Molecular Formula	C5H5ClO3
MDL Number	MFCD07787494
Molecular Weight	148.54
MOL File	80841-78-7.mol

Synonyms

4-CHLOROMETHYL-5-METHYL-1,3-DIOXOL-2-ONE 4-CHLOROMETHYL-5-METHYL-1,3-DIOXOLEN-2-ONE 4-CHLOROMETHYL-5-METHYL-2-OXO-1,3-DIOXOLE 4-Cloromethyl-5-methyl-1,3-dioxol-2-one DMDO-CL DMDO CL (4-METHYL-5-CHLOROMETHYL-1,3-DIOXOL-2-ONE) 4-Chloromethyl-5-Methyl-1,3-Dioxol-2-One(Dmdo-Cl) 4-Chloromethyl-5-Methyl-1,3-Dioxocyclopenten-2-one 4-Chloromethyl-5-methyl-2H-1,3-dioxol-2-one 4-Choromethyl-5-methyl-2-oxo-1,3-dioxole 4-Chloromethyl-5-Methyl-1,3-Di 4-CHLOROMETHYL-5-METHYL-1,3-DIOXOL-3-ONE 4-methyl-5-chloro methyl-1,3-dioxol-2-one 4-CHLOROMETHYL-5-METHYL-1,3-DIOXOL-2-ONE (INTERMEDIATE OF OLMESARTAN MEDOXOMIL) 4-CHLOROMETHYL-5-METHYL-1,3-DIOXOL-2-ONE HPLC 95% 4-Chloromethyl-5-methyl-1,3-dioxol-2-on 4-Methyl-5-(chloromethyl)-1,3-dioxole-2-one

Chemical Properties

Boiling point	>90℃/2mm
density	1.362±0.06 g/cm3(Predicted)
refractive index	1.4760-1.4820
Fp	129 °C
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Oil
color	Light Yellow to Very Dark Brown
Specific Gravity	1.36
BRN	4798926
InChI	InChI=1S/C5H5ClO3/c1-3-4(2-6)9-5(7)8-3/h2H2,1H3
InChIKey	QCLFSYYUWPUWQR-UHFFFAOYSA-N
SMILES	CC1=C(OC(=O)O1)CCl
CAS DataBase Reference	80841-78-7(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS07,GHS06
Signal word	Warning
Hazard statements	H302-H315-H319-H335-H301
Precautionary statements	P280a-P301+P310a-P405-P501a-P261-P305+P351+P338-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. R36/37/38:Irritating to eyes, respiratory system and skin . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . less more
WGK Germany	3
REACH Registrations	Active
HS Code	29329990
Storage Class	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Hazard Information

Description

4-Chloromethyl-5-methyl-1,3-dioxol-2-one is a useful branch side chain for synthetic penicillin esters such as Lenampicillin, Mecillinam, etc. It can improve the stability and absorption of drugs, increase biological activity, and reduce side effects. It is also used to prepare amine drugs, such as Norfloxacin prodrug. In the prior art, the primary method for synthesizing 4-(Hydroxymethyl)-5-methyl-1,3-dioxol-2-one is a chlorination reaction of chlorine gas or N-chlorosuccinimide.

Chemical Properties

4-Cloromethyl-5-methyl-1,3-dioxol-2-one is Pale Yellow Oil

Uses

4-Chloromethyl-5-methyl-1,3-dioxol-2-one is an important reagent in the preparation of angiotensin II receptor antagonist such as Olmesratan Medoxomil (O550000). 4-Chloromethyl-5-methyl-1,3-dioxol-2-o ne is also used in the preparation of prodrugs of ampicillin.

Preparation

4,5-dimethyl-1,3-dioxole-2-ketone (DMDO) is used as raw material, taking sulfonic acid chloride as a chlorinating agent. The reaction is reat under the effect of a catalyzer in organic solvent and reacts for 1-5 hours to obtain target product 4-Cloromethyl-5-methyl-1,3-dioxol-2-one.

Synthesis

37830-90-3

80841-78-7

General procedure for the synthesis of 4-chloromethyl-5-methyl-1,3-dioxolan-2-one from 4,5-dimethyl-1,3-dioxolan-2-one: To a stirred solution of 4,5-dimethyl-1,3-dioxolan-2-one (DMDO) were added 4725 g of ethylene dichloride, 10.12.5 g of N-chlorosuccinimide (NCS) and 45 g of benzoyl peroxide (BPO), the reaction temperature was maintained at 90 °C, and the reaction lasted for 5.5 h. The crude product 4-chloromethyl-5-methyl-1,3-dioxolen-2-one (DMDO-Cl) was obtained as 382.5 g in 85.00% yield. Step 3: distillation: the crude product of DMDO-Cl was distilled under vacuum at -0.1 MPa at 110 °C to obtain 326 g of DMDO-Cl. Its purity was 99.06% as determined by gas chromatography (GC).

References

[1] Chemical and Pharmaceutical Bulletin, 1984, vol. 32, # 6, p. 2241 - 2248
[2] Chemical and Pharmaceutical Bulletin, 1988, vol. 36, # 1, p. 394 - 397
[3] Patent: US4554358, 1985, A
[4] Patent: CN107892681, 2018, A. Location in patent: Paragraph 0015-0022

Spectrum Detail

Well-known Reagent Company Product Information

Supplier

Sansheng Pharmaceutical Industrial Co.,Ltd.

Telephone0373-3329121 15716685442

Websitehttp://www.sanshengpharma.com/

TaiZhou ZhiCheng Chemicals & Technology Co., LTD.

Telephone0523-82837785 13914525028

Websitehttp://www.jszchg.com

Shanghai Junren Biotechnology Co., Ltd

Telephone 18217672758

Websitehttp://www.shjunren.com/

Hubei Soren Technology Co., Ltd

Telephone13419562052 13419562052

Websitehttps://www.chemicalbook.com/Supplier/25679238/67073_1.htm

J & K SCIENTIFIC LTD.

Telephone18210857532 18210857532

Websitehttps://www.jkchemical.com

3B Pharmachem (Wuhan) International Co.,Ltd.

Telephone 18930552037

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList13285/0_EN.htm

future industrial shanghai co., ltd

Telephone400-0066400 13621662912

Websitehttp://www.jonln.com

Alfa Aesar

Telephone400-6106006

Websitehttp://chemicals.thermofisher.cn

TAIYUAN RHF CO.,LTD.

Telephone+86 351 7031519

Websitehttp://www.rhfchem.com/

TCI (Shanghai) Development Co., Ltd.

Telephone021-67121386

Websitehttps://www.tcichemicals.com/CN/zh/

BeiJing Hwrk Chemicals Limted

Telephone0757-86329057 18934348241

Websitehttp://www.hwrkchemical.com/

Energy Chemical

Telephone 400-0056266

Websitehttp://www.energy-chemical.com

Capot Chemical Co., Ltd

Telephone+86 (0) 571 85 58 67 18

Websitehttp://www.capotchem.com/

Beijing Ouhe Technology Co., Ltd

Telephone13552068683 13522913783

Websitehttp://www.ouhetech.cn/

JinYan Chemicals(ShangHai) Co.,Ltd.

Telephone13817811078

Websitehttp://www.jingyan-chemical.com/

Jia Xing Isenchem Co.,Ltd

Telephone0573-85285100 18627885956

Websitehttps://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm

Adamas Reagent, Ltd.

Telephone4006009262 13023226327

Websitehttp://www.tansoole.com

Nanjing Chemlin Chemical Co., Ltd

Telephone025-83697070 13770331960

Websitehttp://www.echemlin.cn

1of4

Related Products

Send Inquriy