Sodium Carbonate → HCID 22762673, compound

HRID 1112748Notes

Reaction equation

HRID 1112748 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([CH3:8])[S:6][CH:7]=1.[Br:9][C:10]1[CH:11]=[C:12]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:13]=[CH:14][CH:15]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH3:8][C:5]1[S:6][CH:7]=[C:3]([CH2:2][N:19]2[CH2:18][CH2:17][N:16]([C:12]3[CH:13]=[CH:14][CH:15]=[C:10]([Br:9])[CH:11]=3)[CH2:21][CH2:20]2)[N:4]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 7363414-(Chloromethyl)-2-methyl-1,3-thiazoleHCID 27571541-(3-Bromophenyl)piperazine

Product 1

HCID 22762673HCID 22762673, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-chloromethyl-2-methylthiazole (7.4g; 0.05 mole), 1-(3-bromophenyl)piperazine (12.05g; 0.05 mole) and anhydrous sodium carbonate (10g) was suspended in absolute ethanol (150 ml). The mixture was stirred and boiled under reflux for 8 hours. The solvent was then evaporated to dryness and water added (100 ml). The emulsion thus formed was extracted with dichloromethane, the organic extracts being dried over magnesium sulphate and evaporated to an oil. This was dissolved in hot benzene, treated with decolourising charcoal and filtered. The filtrate was evaporated to give the title compound as an oil which crystallised completely, m.p. 82° C. (ether).

Workup

  1. temperatureunder reflux for 8 hours
  2. customThe solvent was then evaporated to dryness and water
  3. additionadded (100 ml)
  4. customThe emulsion thus formed
  5. extractionwas extracted with dichloromethane
  6. dry with materialthe organic extracts being dried over magnesium sulphate
  7. customevaporated to an oil
  8. dissolutionThis was dissolved in hot benzene
  9. additiontreated with decolourising charcoal
  10. filtrationfiltered
  11. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-4f75633e68da40ae88d8bace3789be39
Source dataset
uspto-grants-1978_10
Patent number
US04123529

Reaction notes

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