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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
Molecular Weight:
226.07
MDL Number:
MFCD04037872
MOL File:
81224-16-0.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:50

7-BROMO-4-METHOXYINDOLE Properties

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H317
Precautionary statements  P280
Hazard Codes  Xi
HazardClass  IRRITANT

7-BROMO-4-METHOXYINDOLE price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B292900 7-Bromo-4-methoxy-1H-indole 81224-16-0 100mg $220 2021-12-16 Buy
Biosynth Carbosynth FB142289 7-Bromo-4-methoxyindole 81224-16-0 100mg $162 2021-12-16 Buy
AK Scientific 2615AC 7-Bromo-4-methoxyindole 81224-16-0 5g $2723 2021-12-16 Buy
Biosynth Carbosynth FB142289 7-Bromo-4-methoxyindole 81224-16-0 500mg $565 2021-12-16 Buy
Biosynth Carbosynth FB142289 7-Bromo-4-methoxyindole 81224-16-0 25mg $53 2021-12-16 Buy
Product number Packaging Price Buy
B292900 100mg $220 Buy
FB142289 100mg $162 Buy
2615AC 5g $2723 Buy
FB142289 500mg $565 Buy
FB142289 25mg $53 Buy

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

Synthesis

2-BROMO-5-METHOXYANILINE

59557-92-5

Chloroacetonitrile

107-14-2

1,2-Dichloroethane

107-06-2

7-BROMO-4-METHOXYINDOLE

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

81224-15-9
81224-16-0
Synthesis of 7-BROMO-4-METHOXYINDOLE from 1H-Indole-2-carboxylic acid, 7-bromo-4-methoxy-

7-BROMO-4-METHOXYINDOLE Suppliers

Global( 58)Suppliers
Supplier Tel Email Country ProdList Advantage
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49975 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29801 58
KARMEL TECHNOLOGY (HK) CO.,LIMITED
+8618795957998 karmelhk@126.com CHINA 2886 58
CR Corporation Limited
+8613062833949 fred.wen@crcorporation.cn China 8647 58
Labnetwork lnc.
+86-27-50766799 +8618062016861 contact@labnetwork.com China 19987 58
Aladdin Scientific
tp@aladdinsci.com United States 52924 58
DAYANG CHEM (HANGZHOU) CO.,LTD
+86-88938639 +86-17705817739 info@dycnchem.com China 53900 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131957 58
Shanghai TuZhi Chemical Co., Ltd. 19542790274 2119559397@qq.com China 1000 50

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
7-BROMO-4-METHOXYINDOLE pictures 2019-12-23 7-BROMO-4-METHOXYINDOLE
81224-16-0
US $1.00 / KG 1KG 99% 100KG Career Henan Chemical Co

7-BROMO-4-METHOXYINDOLE Spectrum

7-BROMO-4-METHOXYINDOLE 1H-Indole, 7-broMo-4-Methoxy- bromo-7 methoxy-4 indole 81224-16-0