Hydrochloric Acid → Bronopol

HRID 1649969

Reaction equation

HRID 1649969 reaction equation
[Br:1][CH2:2][N+:3]([O-:5])=[O:4].[CH2:6]=[O:7].Cl.[CH3:9][OH:10]>>[CH2:9]([OH:10])[C:2]([Br:1])([N+:3]([O-:5])=[O:4])[CH2:6][OH:7]

Participants

5

Conditions

Temperature
18 °C

Procedure

In each of the examples, a solution of 40.0 g (0.29 mole) monobromonitromethane and 70 ml of methanol was added in 18 minutes to a 55% formaldehyde solution in methanol maintained at 18° C. and containing various levels of alkaline catalyst. The reaction temperature was allowed to rise to 30° C. during the addition. Following the addition, the solution was heated to 60° C. and held there for three hours. The solution was then cooled to 20° C. and the pH adjusted to 4.3 with 1.0 molar aqueous HCl. The specific catalysts and amounts used thereof, as well as the resulting yields of bronopol, are set forth in the table below.

Workup

  1. additioncontaining various levels of alkaline catalyst
  2. additionto rise to 30° C. during the addition
  3. additionthe addition
  4. temperaturethe solution was heated to 60° C.
  5. temperatureThe solution was then cooled to 20° C.

Sources & evidence

ORD record
ord-49061d562ef14f36bb5f683f0960268d
Source dataset
uspto-grants-1990_05
Patent number
US04922030

Linked notes

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