ChemicalBook >> CAS DataBase List >>3,5-Dichloro-6-methyl-1,4-oxazin-2-one

3,5-Dichloro-6-methyl-1,4-oxazin-2-one

CAS No.
125849-94-7
Chemical Name:
3,5-Dichloro-6-methyl-1,4-oxazin-2-one
Synonyms
3,5-Dichloro-6-methyl-1,4-oxazin-2-one;2H-1,4-Oxazin-2-one, 3,5-dichloro-6-methyl-
CBNumber:
CB61478383
Molecular Formula:
C5H3Cl2NO2
Molecular Weight:
179.99
MDL Number:
MFCD11110701
MOL File:
125849-94-7.mol
MSDS File:
SDS
Last updated:2026-09-12 18:53:50

3,5-Dichloro-6-methyl-1,4-oxazin-2-one Properties

Melting point 70 °C
Boiling point 212℃
Density 1.62
Flash point 82℃
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka -4.14±0.40(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319
Precautionary statements  P261-P305+P351+P338

3,5-Dichloro-6-methyl-1,4-oxazin-2-one price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth AFA84994 3,5-Dichloro-6-methyl-2H-1,4-oxazin-2-one 125849-94-7 100mg $318 2026-06-04 Buy
Biosynth AFA84994 3,5-Dichloro-6-methyl-2H-1,4-oxazin-2-one 125849-94-7 1g $800 2026-06-04 Buy
Activate Scientific AS5324 3,5-Dichloro-6-methyl-2H-1,4-oxazin-2-one 96% 125849-94-7 1g $531 2026-06-04 Buy
Matrix Scientific 099610 3,5-Dichloro-6-methyl-2H-1,4-oxazin-2-one 125849-94-7 250.00mg $435 2026-05-18 Buy
Matrix Scientific 099610 3,5-Dichloro-6-methyl-2H-1,4-oxazin-2-one 125849-94-7 1.00g $975 2026-05-18 Buy
Product number Packaging Price Buy
AFA84994 100mg $318 Buy
AFA84994 1g $800 Buy
AS5324 1g $531 Buy
099610 250.00mg $435 Buy
099610 1.00g $975 Buy

3,5-Dichloro-6-methyl-1,4-oxazin-2-one Chemical Properties,Uses,Production

Synthesis

Oxalyl chloride

79-37-8

Lactonitrile

78-97-7

3,5-DICHLORO-6-METHYL-1,4-OXAZIN-2-ONE

125849-94-7

A solution of oxalyl chloride (179 g, 1.41 mol) in toluene (303 mL) was added to a three-necked round-bottomed flask under nitrogen protection and cooled to 0 °C. Subsequently, a toluene (118 mL) solution of DL-lactonitrile (25.0 g, 352 mmol) was added dropwise for a controlled time of 20 minutes. The reaction mixture was stirred continuously at 0 °C for 50 min before being transferred to a 70 °C oil bath and slowly warmed to about 95 °C. At this temperature, triethylamine hydrochloride (16.8 g, 176 mmol) was added cautiously, taking care to control the rate of addition to prevent violent exotherm. After addition, the reaction system was stirred at 100 °C for 18 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator in a 60 °C water bath. The crude product was extracted with diethyl ether (about 2 L) to isolate a solution containing the target product 3,5-dichloro-6-methyl-1,4-oxazol-2-one and impurities. The solid residue was again extracted with diethyl ether (2 L) to obtain a solution of the target product with higher purity. The solutions from the two extractions were concentrated to dryness by rotary evaporation, respectively. The product containing impurities was cooled to 0 °C and precipitated as a yellow solid, which was removed as a dark red oil by decantation. This yellow solid was combined with the yellow solid from the second extraction to afford the target product 3,5-dichloro-6-methyl-1,4-oxazol-2-one (45.5 g, 253 mmol, 72% yield). The structure of the product was confirmed by 1H NMR (400 MHz, DMSO-d6), δppm 2.30 (s, 3H).

References

[1] European Journal of Organic Chemistry, 2007, # 30, p. 4995 - 4998
[2] European Journal of Organic Chemistry, 2008, # 15, p. 2571 - 2581
[3] Synthetic Communications, 2009, vol. 39, # 5, p. 927 - 939
[4] Tetrahedron Letters, 1989, vol. 30, # 24, p. 3183 - 3186
[5] Patent: WO2009/150230, 2009, A1. Location in patent: Page/Page column 79-80

78-97-7
125849-94-7
Synthesis of 3,5-Dichloro-6-methyl-1,4-oxazin-2-one from Lactonitrile

3,5-Dichloro-6-methyl-1,4-oxazin-2-one Preparation Products And Raw materials

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2H-1,4-Oxazin-2-one, 3,5-dichloro-6-methyl- 3,5-Dichloro-6-methyl-1,4-oxazin-2-one 125849-94-7 API intermediates