2-Bromo-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethan-1-one → HCID 21258525, compound

HRID 635345Notes

Reaction equation

HRID 635345 reaction equation
[Br:1][CH2:2][C:3]([C:5]1([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[C:11]([Cl:16])[CH:10]=2)[CH2:8][CH2:7][CH2:6]1)=[O:4].[N:17]1[CH2:22][CH2:21][CH2:20][NH:19][C:18]=1[SH:23]>CC(C)=O>[BrH:1].[Cl:16][C:11]1[CH:10]=[C:9]([C:5]2([C:3](=[O:4])[CH2:2][S:23][C:18]3[NH:19][CH2:20][CH2:21][CH2:22][N:17]=3)[CH2:8][CH2:7][CH2:6]2)[CH:14]=[CH:13][C:12]=1[Cl:15]

Participants

4

Reactant 2

HCID 212584722-Bromo-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethan-1-oneHCID 178527864HCID 178527864, compound

Product 1

HCID 21258525HCID 21258525, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

A solution of 2-bromo-1-[1-(3,4-dichlorophenyl)cyclobutyl]ethanone (3.2 g) in acetone (25 ml) was added to a solution of 3,4,5,6-tetrahydropyrimidine-2-thiol (1.2 g) in acetone (150 mL), then the mixture was heated under reflux for 0.5 hour, and allowed to cool to ambient temperature. The resulting solid was collected by filtration and dried in vacuo at ambient temperature to give 1-[1-(3,4-dichlorophenyl)cyclobutyl]-2-(3,4,5,6-tetrahydropyrimidin-2-ylthio)ethanone hydrobromide as a white solid (3.9 g), m.p. 203-204° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 0.5 hour
  3. filtrationThe resulting solid was collected by filtration
  4. customdried in vacuo at ambient temperature

Sources & evidence

ORD record
ord-1e775baddea64a48be3bf2ee0ff36bc9
Source dataset
uspto-grants-2001_02
Patent number
US06187802B1

Reaction notes

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