1,2-Dibromoethane → HCID 13526423, compound

HRID 444296Notes

Reaction equation

HRID 444296 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([C:10]3[N:11]=[C:12]([SH:24])[NH:13][C:14]=3[C:15]3[CH:20]=[CH:19][C:18]4[O:21][CH2:22][O:23][C:17]=4[CH:16]=3)=[CH:4][C:3]=2[O:2]1.Br[CH2:26][CH2:27]Br.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:22]1[O:21][C:18]2[CH:19]=[CH:20][C:15]([C:14]3[N:13]4[C:12]([S:24][CH2:26][CH2:27]4)=[N:11][C:10]=3[C:5]3[CH:6]=[CH:7][C:8]4[O:9][CH2:1][O:2][C:3]=4[CH:4]=3)=[CH:16][C:17]=2[O:23]1

Participants

5

Reactant 3

HCID 78391,2-DibromoethaneHCID 11430Potassium CarbonateHCID 178527824HCID 178527824, compound

Product 1

HCID 13526423HCID 13526423, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A slurry of 3.5 g. (0.01 mole) of 4,5-bis(3,4-methylenedioxyphenyl)-2-mercaptoimidazole, 2.0 g. (0.01 mole) of 1,2-dibromoethane and 2 g. (0.014 mole) of potassium carbonate in dimethylformamide (45 ml.) was refluxed for 2.5 hours and then poured into 500 ml. of ice water. The precipitate was collected, washed with water and dried. Chromatography (alumina/chloroform) gave 5,6-bis(3,4-methylenedioxyphenyl)-2,3-dihyroimidazo[2,1-b]thiazole. This was dissolved in methanol and treated with aqueous hydrobromic acid. The solvent was removed and the residue recrystallized from methanol to give 5,6-bis(3,4-methylenedioxyphenyl)-2,3-dihydroimidazo[2,1-b]thiazole hydrobromide, m.p. 278°-280° C.

Workup

  1. additionpoured into 500 ml
  2. customThe precipitate was collected
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-7c3b8feb03cf4f919d5d78240f324dc6
Source dataset
uspto-grants-1981_04
Patent number
US04263311

Reaction notes

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