N-bromobutanimide → HCID 19884423, compound

HRID 2285870Notes

Reaction equation

HRID 2285870 reaction equation
[C:1]([N:9]1[C:13](=[O:14])[CH:12]=[CH:11][S:10]1)([CH2:4][C:5]([CH3:8])([CH3:7])[CH3:6])([CH3:3])[CH3:2].[Br:15]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[Br:15][C:12]1[C:13](=[O:14])[N:9]([C:1]([CH2:4][C:5]([CH3:7])([CH3:8])[CH3:6])([CH3:2])[CH3:3])[S:10][CH:11]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 21822474HCID 21822474, compound

Product 1

HCID 19884423HCID 19884423, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 10.7 g. (0.05 mole) of 2-t-octyl-3-isothiazolone in 100 ml. of chloroform was added in a single portion 17.8 g. (0.1 mole) of N-bromosuccinimide, and a slight exotherm was observed. After stirring for 3 hours the mixture was filtered, and the solid washed with ether. The chloroform filtrate and ether washings were then evaporated to give a total of 7.8 g. (54%) of 4-bromo-2-t-cetyl-3-isothiazolone, m.p. 133-142.

Workup

  1. filtrationwas filtered
  2. washthe solid washed with ether
  3. customThe chloroform filtrate and ether washings were then evaporated
  4. customto give a total of 7.8 g

Sources & evidence

ORD record
ord-0bbd440139d44b1282719898d9d9e7b1
Source dataset
uspto-grants-1982_04
Patent number
US04325201

Reaction notes

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