Sulfuric Acid → 4-(bromomethyl)benzamide

HRID 397731Notes

Reaction equation

HRID 397731 reaction equation
[Br:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.S(=O)(=O)(O)[OH:12]>>[Br:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]([NH2:8])=[O:12])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 5842164-(bromomethyl)benzamideYield 65%

Procedure

A solution of 4-(bromomethyl)benzonitrile (500 mg, 2.55 mmol) in 90% sulphuric acid (8 ml) was heated at 100° C. for 1 h. The solution was carefully poured onto ice water (50 ml) and a precipitate formed. The solid was filtered, washed with water and diethyl ether and dried in vacuo to afford the title compound as a white solid (353 mg, 65%).

Workup

  1. additionThe solution was carefully poured onto ice water (50 ml)
  2. customa precipitate formed
  3. filtrationThe solid was filtered
  4. washwashed with water and diethyl ether
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a547e8c3f82245a996fa8c4b3daf857d
Source dataset
uspto-grants-2003_08
Patent number
US06610711B2

Reaction notes

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