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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052360Generated: October 26, 2026

Sodium Hydroxide → methyl 1-amino-3-bromo-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/1052360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAmmonium HydroxideHCID 14923—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium HypochloriteHCID 23665760—
Reactantmethyl 3-bromo-1H-pyrrole-2-carboxylateHCID 44189804—
CatalystTrioctylmethylammonium chlorideHCID 21218—
Productmethyl 1-amino-3-bromo-1H-pyrrole-2-carboxylateHCID 7097976232.1%

Reaction Steps

Methyl 3-bromo-1H-pyrrole-2-carboxylate (1.74 g, 8.53 mmol) was treated with an aqueous solution of sodium hydroxide (32%, 25 mL, 172.3 mmol), ammonium hydroxide solution (8M, 8 mL, 63.5 mmol), ammonium chloride (2.74 g, 51.2 mmol), aliquat 336 (312 μl, 0.68 mmol) and a 10% aqueous solution of sodium hypochlorite (10%, 56 mL, 75.4 mmol) according to the method of Preparation 4c to give 600 mg (23% yield) of the title product. Purity 70%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-b9ded6cbb2544cabb69d2a609c456219
Source noteuspto-grants-2016_07