105655-01-4 | 6-Bromo-3,4-dihydro-2H-1,4-benzoxazine

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$24.00	$17.00
5g	98%	in stock	$81.00	$57.00
10g	98%	in stock	$144.00	$101.00
25g	98%	in stock	$292.00	$205.00

Description

• Catalog Number: AE12210
• Chemical Name: 6-Bromo-3,4-dihydro-2H-1,4-benzoxazine
• CAS Number: 105655-01-4
• Molecular Formula: C8H8BrNO
• Molecular Weight: 214.0592
• MDL Number: MFCD08544341
• SMILES: Brc1ccc2c(c1)NCCO2

Computed Properties

• Complexity: 142
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 11
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• XLogP3: 2.3

Upstream Synthesis Route

The upstream synthesis of 6-Bromo-3,4-dihydro-2H-1,4-benzoxazine typically involves the following steps:

1. **Preparation of the Phenol Precursor:** Begin by synthesizing the phenol precursor via the bromination of phenol using bromine in the presence of a Lewis acid like FeBr3 to yield 6-bromophenol.

2. **Formation of the Amino Alcohol:** The 6-bromophenol is then reacted with an appropriate amino alcohol. This can be done by a nucleophilic ring-opening of an epoxide with an amine, or by direct alkylation of an amine with a haloalcohol.

3. **Cyclization to Benzoxazine:** The resulting amino alcohol undergoes a cyclization process to form the benzoxazine ring. This step typically involves an acid-catalyzed ring closure, which can be performed using a protic acid such as hydrochloric acid or sulfuric acid, or a Lewis acid like BF3·Et2O to obtain the desired 6-bromo-3,4-dihydro-2H-1,4-benzoxazine.

Each of these steps should be monitored closely, maintaining strict control of reaction conditions including temperature, stoichiometry, and solvent choices to maximize yield and purity of the final product.