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ChemicalBook--->CAS DataBase List--->6329-74-4

6329-74-4

6329-74-4 Structure

6329-74-4 Structure
IdentificationBack Directory
[Name]

5-BROMOSALICYLAMIDE
[CAS]

6329-74-4
[Synonyms]

Nsc 14278
Brn 3530373
Einecs 228-704-5
BROMOSALICYLAMIDE
bromo-salicylamid
5-BROMOSALICYLAMIDE
Salicylamide, bromo-
5-broMo-2-hydeoxybenzaMide
5-BROMO-2-HYDROXYBENZAMIDE
BenzaMide,5-broMo-2-hydroxy-
Salicylamide, 5-bromo- (8ci)
Benzamide, 5-bromo-2-hydroxy- (9ci)
5-BROMOSALICYLAMIDE ISO 9001:2015 REACH
[EINECS(EC#)]

228-704-5
[Molecular Formula]

C7H6BrNO2
[MDL Number]

MFCD00157694
[MOL File]

6329-74-4.mol
[Molecular Weight]

216.03
Chemical PropertiesBack Directory
[Melting point ]

241-245 °C(lit.)
[Boiling point ]

316.6±32.0 °C(Predicted)
[density ]

1.759±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

7.79±0.18(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-43
[Safety Statements ]

28-36/37
[WGK Germany ]

3
[RTECS ]

VN7000000
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->N,N-Dimethylformamide-->Acetic anhydride-->Ammonia-->Oxalyl chloride-->5-Bromosalicylic acid-->Salicylamide-->Methanol-->Sulfuric acid-->tert-Butanol
[Preparation Products]

TERT-BUTYL 6-BROMO-4-OXO-3,4-DIHYDRO-1'H-SPIRO[1,3-BENZOXAZINE-2,4'-PIPERIDINE]-1'-CARBOXYLATE
Spectrum DetailBack Directory
[Spectrum Detail]

5-BROMOSALICYLAMIDE(6329-74-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

5-Bromosalicylic acid

89-55-4

5-BROMOSALICYLAMIDE

6329-74-4

A. Procedure for the synthesis of 5-bromo-2-hydroxybenzamide: 1. In a 100 mL round-bottom flask, 5-bromosalicylic acid (30 g, 135.5 mmol) was dissolved in n-butanol (60 mL) and concentrated sulfuric acid (95.6%, 289 μL, 5.42 mmol) was added. The unit was equipped with a Dean-Stark manifold and reflux condenser and 12 mL of n-butanol was added. 2. Reflow the reaction mixture under heat for 2 days. Upon completion of the reaction, it was cooled to room temperature and concentrated to give a light yellow oil. 3. Methanol (50 mL) was added to the above oil, followed by the slow addition of a methanol solution of ammonia (7 N, 116 mL). 4. The reaction mixture was stirred at room temperature for 2 days and the progress of the reaction was monitored by HPLC. 5. 5. After completion of the reaction, the reaction mixture was concentrated to give a white solid. 6. The crude product was washed with a small amount of ethyl acetate and hexane to give 24 g of white crystalline solid in 82% yield.

[References]

[1] Patent: WO2005/95326, 2005, A2. Location in patent: Page/Page column 253
[2] Patent: US2018/64726, 2018, A1. Location in patent: Paragraph 0360; 0361
[3] Chemical and Pharmaceutical Bulletin, 1996, vol. 44, # 4, p. 734 - 745
[4] Patent: US2006/14737, 2006, A1. Location in patent: Page/Page column 25
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