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Ammonium Chloride → 1,8-Diazabicyclo[5.4.0]undec-7-ene hydrochloride

HRID 1666775
Notes
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Reaction equation

HRID 1666775 reaction equation
[Cl-:1].[NH4+].[N:3]12[CH2:13][CH2:12][CH2:11][N:10]=[C:9]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2>>[ClH:1].[N:3]12[CH2:13][CH2:12][CH2:11][N:10]=[C:9]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 25517Ammonium ChlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 124146751,8-Diazabicyclo[5.4.0]undec-7-ene hydrochloride

Procedure

26.8 g (0.5 mol) of ammonium chloride were introduced into a 500 ml stirred reactor fitted with nitrogen inlet and separate feed device and suspended in 200 ml of methanol. Over the course of 30 minutes 76.1 g (0.5 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) were added, where upon the reaction mixture was solubilized. The mixture was stirred for a further three hours and then the solvent was evaporated and the remaining solid dried in vacuo.

Workup

  1. customfitted with nitrogen inlet
  2. customseparate feed device
  3. stirringThe mixture was stirred for a further three hours
  4. customthe solvent was evaporated
  5. customthe remaining solid dried in vacuo

Sources & evidence

ORD record
ord-98ec0296fdab43dc989fdefe275d29e3
Source dataset
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08044120B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes