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Chlorine → N-chloropelargonamide

HRID 2049522
Notes
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Reaction equation

HRID 2049522 reaction equation
[Cl:1]Cl.[C:3]([NH2:13])(=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]>O>[Cl:1][NH:13][C:3](=[O:12])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24526Chlorine2×HCID 70709Nonanamide

Product 1

HCID 10877964N-chloropelargonamideYield 97.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

Gaseous chlorine is introduced at a speed of 95 g/h into a suspension of 194 g of 98.15% pure pelargonamide (1.21 mol) in 1400 ml of water. The introduction of chlorine is discontinued after 60 min and the suspension is still left under stirring for 20-30 min at 20° C. The solid is filtered off, is washed with water until all HCl has disappeared (300 cc. of water) and the chlorinated derivative is dried. 226 g of N-chloropelargonamide (yield 97.4%) having an active chlorine titer of 17.6% (theory 18.5%) are thus obtained.

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. waitthe suspension is still left
  2. filtrationThe solid is filtered off
  3. washis washed with water until all HCl
  4. customthe chlorinated derivative is dried

Sources & evidence

ORD record
ord-0e7fc9dacb5444ee82c433c31a785ac3
Source dataset
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04198348

Reaction notes

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