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Acetone → HCID 23367237, compound

HRID 1080186
Notes
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Reaction equation

HRID 1080186 reaction equation
[CH3:1][C:2]1[S:3][CH2:4][CH2:5][N:6]=1.[Br:7][CH2:8][CH2:9][OH:10].CC(C)=O.CCOCC>O1CCOCC1>[Br-:7].[OH:10][CH2:9][CH2:8][N+:6]1[CH:5]=[CH:4][S:3][C:2]=1[CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 180AcetoneHCID 3283Diethyl Ether2×HCID 108982-BromoethanolHCID 168672-Methyl-2-thiazoline

Product 1

HCID 23367237HCID 23367237, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-methylthiazoline (10.1 g) in dioxane (20 ml) was added 2-bromoethanol (13.8 g), and the mixture was heated under reflux for about 6 hours. After cooling the reaction, acetone (30 ml) and ether (130 ml) were added with stirring, and the resulting mixture was left standing. After the pale brown supernatant was discarded, ether (150 ml) was further added to the amorphous precipitate thus obtained. The mixture was stirred and left standing. Supernatant obtained was discarded, and the viscous precipitates obtained was left standing at an ambient temperature under reduced pressure to give the title compound as the yellow amorphous residue.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for about 6 hours
  3. temperatureAfter cooling
  4. additionwere added
  5. waitthe resulting mixture was left
  6. customthus obtained
  7. stirringThe mixture was stirred
  8. waitleft
  9. customSupernatant obtained
  10. customthe viscous precipitates
  11. customobtained
  12. waitwas left
  13. customstanding at an ambient temperature under reduced pressure

Sources & evidence

ORD record
ord-d8ac449be7624aadaab34d52356f45f4
Source dataset
uspto-grants-1996_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05580904

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes