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3-Bromoisatoic anhydride

Product Name
3-Bromoisatoic anhydride
CAS No.
331646-98-1
Chemical Name
3-Bromoisatoic anhydride
Synonyms
3-BROMOISATOIC ANHYDRIDE;8-Bromoisatoic anhydride;REF DUPL: 3-Bromoisatoic anhydride;8-bromo-1H-3,1-benzoxazine-2,4-dione;8-BROMO-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE;2H-3,1-Benzoxazine-2,4(1H)-dione, 8-bromo-;8-broMo-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;8-Bromo-2H-3,1-benzoxazine-2,4(1H)-dione, 8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione
CBNumber
CB3185160
Molecular Formula
C8H4BrNO3
Formula Weight
242.03
MOL File
331646-98-1.mol
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3-Bromoisatoic anhydride Property

storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
fluffy crystalline powder
color 
Off white to faint lemon
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Safety

HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B680645
Product name
8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione
Packaging
500mg
Price
$200
Updated
2021/12/16
AK Scientific
Product number
3800AB
Product name
8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione
Packaging
250mg
Price
$67
Updated
2021/12/16
Apolloscientific
Product number
OR400020
Product name
3-Bromoisatoicanhydride
Packaging
1g
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB51093
Product name
8-Bromo-1H-benzo[d][1,3]oxazine-2,4-dione
Packaging
500mg
Price
$90
Updated
2021/12/16
SynQuest Laboratories
Product number
4H26-9-01
Product name
3-Bromoisatoic anhydride
Packaging
1g
Price
$117
Updated
2021/12/16
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3-Bromoisatoic anhydride Chemical Properties,Usage,Production

Preparation

3-Bromoisatoic anhydride is prepared from 7-bromo-3-carbaldehyde by stirring in a 4:1 mixture of CH3CN/H2O for 1 h at 40℃.
1 H NMR: δ11.08 (s, br., 1H), 8.02 (d, J = 7.8 Hz, 1H), 7.94 (d, J = 7.8 Hz, 1H), 7.19 (t, J = 7.8 Hz, 1H).

Synthesis

32315-10-9

20776-51-6

331646-98-1

A suspension was formed by adding 2-amino-5-bromobenzoic acid (10.0 g, 46.3 mmol, 1.0 eq.) to a 500 mL single neck round bottom flask fitted with a soccer shaped PTFE stirring bar (16 mm x 37 mm) followed by tetrahydrofuran (230 mL, 0.2 M) and solid triphosgene (13.7 g, 46.3 mmol, 1.0 eq.). The reaction vessel was placed in a unit fitted with a metal heating jacket and a 24/40 Liebig condenser was fitted to the neck of the reaction flask. The suspension was stirred at 500 rpm and the temperature of the heating jacket was set at 70°C. After about 30 minutes, the suspension became homogeneous and subsequently precipitated a white solid. The non-homogeneous reaction mixture was allowed to stand for 12 hours and then cooled to room temperature (25°C). The slurry was poured into a 600 mL beaker containing 250 mL of deionized water and equipped with an overhead mechanical stirrer (PTFE 75 mm paddle). Under vigorous stirring, the mixture became homogeneous and subsequently precipitated as a pale white solid. The solids were collected by vacuum filtration through a Brinell funnel (7.6 cm diameter, lined with Whatman 1 filter paper, 70 mm) and purged with air for 5 min. The resulting solid was transferred to a 250 mL conical flask fitted with a cylindrical stir bar and 50 mL of methanol was added. The slurry was stirred for 10 minutes and then vacuum filtered again. The filter cake was dried under vacuum (0.1 mmHg, 25 °C) for 12 h to afford 8-bromo-1H-benzo[d][1,3]oxazine-2,4-dione (9b) as a white powder in 90% yield.

References

[1] Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 2529 - 2536
[2] Journal of Agricultural and Food Chemistry, 2015, vol. 63, # 31, p. 6883 - 6889
[3] Patent: WO2016/206101, 2016, A1. Location in patent: Page/Page column 58

3-Bromoisatoic anhydride Preparation Products And Raw materials

Raw materials

Preparation Products

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3-Bromoisatoic anhydride Suppliers

A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from 3-Bromoisatoic anhydride manufacturers

Career Henan Chemical Co
Product
8-BROMO-1H-BENZO[D][1,3]OXAZINE-2,4-DIONE 331646-98-1
Price
US $1.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
500KG
Release date
2018-08-19