2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine

Base Information

• Chemical Name: 2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine
• CAS No.: 74405-07-5
• Molecular Formula: C10H10ClNO
• Molecular Weight: 195.648
• Hs Code.: 2934999090
• Mol file: 74405-07-5.mol

Synonyms:4-Chloro-2,2-dimethyl-2H-1,3-benzoxazine;4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine;2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine;4-chloro-2,2-dimethyl-1,3(2H)-benzoxazine;2,2-dimethyl-4-chloro-2H-1,3-benzoxazine;

Chemical Property of 2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine

Chemical Property:

• Boiling Point: 85-86℃ (2.5 Torr)
• PKA: 0.05±0.40(Predicted)
• PSA: 21.59000
• Density: 1.21±0.1 g/cm3(Predicted)
• LogP: 2.23610
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine is an important synthetic intermediate.

Technology Process of 2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine

There total 3 articles about 2-Chloro-2,2-dimethyl-2H-1,3-benzoxazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

2,2-dimethyl-4-keto-1,3-benzoxazine (30914-88-6) → 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine (74405-07-5)

Guidance literature:

With phosphorus pentachloride; In trichlorophosphate; 1.) 1 h, rt, 2.) 50 deg C, 2 h;

Reference yield:

2,2-dimethyl-4-keto-1,3-benzoxazine (30914-88-6) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) → 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine (74405-07-5)

Guidance literature:

In water; N,N-dimethyl-aniline; toluene;

Reference yield:

salicylamide (65-45-2) → 4-chloro-2,2-dimethyl-2H-benzo[e][1,3]oxazine (74405-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / PPTS / 15 h / 83 °C

2: 50 percent / PCl₅; POCl₃ / 3 h / 50 °C

With phosphorus pentachloride; trichlorophosphate; pyridinium p-toluenesulfonate;

DOI:10.1016/S0040-4039(01)01322-3

upstream raw materials:

2,2-dimethyl-4-keto-1,3-benzoxazine

salicylamide

trichlorophosphate

Downstream raw materials:

4-(Chloromethyl)pyridine

2,2-dimethyl-4-keto-1,3-benzoxazine

2,2-dimethyl-3-(4-pyridylmethyl)-4-oxo-4H-1,3-benzoxazine

2,2-dimethyl-3-(4-methylpyrid-3-yl)-4-oxo-4H-1,3-benzoxazine

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