ChemicalBook > CAS DataBase List > 7-BROMO-4-METHOXYINDOLE

7-BROMO-4-METHOXYINDOLE

Product Name: 7-BROMO-4-METHOXYINDOLE
CAS No.: 81224-16-0
Chemical Name: 7-BROMO-4-METHOXYINDOLE
Synonyms: 7-BROMO-4-METHOXYINDOLE;bromo-7 methoxy-4 indole;1H-Indole, 7-broMo-4-Methoxy-
CBNumber: CB7263107
Molecular Formula: C9H8BrNO
Formula Weight: 226.07
MOL File: 81224-16-0.mol

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7-BROMO-4-METHOXYINDOLE Property

storage temp.: 2-8°C
Appearance: Off-white to light brown Solid
InChI: InChI=1S/C9H8BrNO/c1-12-8-3-2-7(10)9-6(8)4-5-11-9/h2-5,11H,1H3
InChIKey: WWKHWWGUJPWWDF-UHFFFAOYSA-N
SMILES: N1C2=C(C(OC)=CC=C2Br)C=C1

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Safety

Hazard Codes: Xi
HazardClass: IRRITANT

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

Precautionary statements

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

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N-Bromosuccinimide Price

TRC

Product number: B292900
Product name: 7-Bromo-4-methoxy-1H-indole
Packaging: 100mg
Price: $220
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB142289
Product name: 7-Bromo-4-methoxyindole
Packaging: 100mg
Price: $162
Updated: 2021/12/16

AK Scientific

Product number: 2615AC
Product name: 7-Bromo-4-methoxyindole
Packaging: 5g
Price: $2723
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB142289
Product name: 7-Bromo-4-methoxyindole
Packaging: 500mg
Price: $565
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB142289
Product name: 7-Bromo-4-methoxyindole
Packaging: 25mg
Price: $53
Updated: 2021/12/16

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7-BROMO-4-METHOXYINDOLE Chemical Properties,Usage,Production

Synthesis

59557-92-5

107-14-2

107-06-2

81224-16-0

(a) Synthesis of 4-methoxy-7-bromoindole. 2-Bromo-5-methoxyaniline (4.4 g, 21.8 mmol) was slowly added dropwise to a dichloromethane solution of boron trichloride (1.0 M, 24 mL, 24 mmol) cooled in an ice-water bath. The reaction mixture was gradually warmed to room temperature with continuous stirring for 30 minutes. Subsequently, chloroacetonitrile (4.01 mL, 26.2 mmol), aluminum chloride (4.01 g, 24.0 mmol) and 1,2-dichloroethane (28.5 mL) were added sequentially. The reaction system was heated to 70 °C to evaporate the dichloromethane and then warmed to reflux for 24 hours. Upon completion of the reaction, it was cooled to 0-5 °C and 2.5 M HCl (38.4 mL) was slowly added, followed by heating to 80 °C for 1 h until the solid was completely dissolved. The aqueous phase was separated, the organic phase was extracted with dichloromethane, the organic layers were combined, washed with water and saturated saline in turn, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a yellow solid crude product, which was used directly in the next reaction. The above crude product was dissolved in a solvent mixture of dioxane (37 mL) and water (4.2 mL), and sodium borohydride (0.91 g, 24.0 mmol) was added in batches. After stirring for 30 minutes at room temperature to confirm complete consumption of the ingredients, the reaction was heated to reflux for 14 hours. The reaction solution was cooled to room temperature, acidified with concentrated HCl and extracted with ethyl acetate. The organic phase was washed with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate) to afford 4-methoxy-7-bromoindole (1.2 g, 24% yield).1H NMR (400 MHz, CDCl3) δ 3.94 (s, 3H), 6.44 (d, J = 8.21 Hz, 1H), 6.73 (m, 1H), 7.17 (t, J = 2.74 Hz, 1H), 7.22-7H). 1H), 7.22-7.26 (m, 1H), 8.32 (br, 1H); MS (ES, m/z): C9H8BrNO: 227.99 (M+ (79Br)+1), 230.0 (M+ (81Br)+1).

References

[1] Patent: US2004/48915, 2004, A1

7-BROMO-4-METHOXYINDOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 7-BROMO-4-METHOXYINDOLE manufacturers

Career Henan Chemical Co

Product: 7-BROMO-4-METHOXYINDOLE 81224-16-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 100KG
Release date: 2019-12-20

81224-16-0, 7-BROMO-4-METHOXYINDOLERelated Search:

3-BROMO-5-METHOXYINDOLE, N-BOC PROTECTED,3-BROMO-5-METHOXYINDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER,3-Bromo-5-methoxyindole, N-BOC protected 98% 4-BROMO-6-METHOXYINDOLE 3-Bromo-5-methoxyindole 6-BROMO-4-METHOXYINDOLE 6,7-DIBROMO-4-METHOXY-1H-INDOLE 7-BROMO-4-METHOXYINDOLE 7-BROMO-4-METHOXY-2-METHYL-1H-INDOLE 7-BROMO-4-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID 7-BROMO-4-METHOXY-1H-INDOLE-2-CARBOXYLIC ACID METHYL ESTER

7-BROMO-4-METHOXYINDOLE

1H-Indole, 7-broMo-4-Methoxy-

bromo-7 methoxy-4 indole

81224-16-0