Chloroform → 2-(Furan-3-yl)imidazo[1,2-b][1,2,4]thiadiazole

HRID 1576101Notes

Reaction equation

HRID 1576101 reaction equation
[C:1]1([C:7]([NH:9][C:10]2[NH:11][CH:12]=[CH:13][N:14]=2)=[S:8])[CH:6]=[CH:5]C=C[CH:2]=1.C(Cl)(Cl)Cl.S(Cl)(Cl)(=O)=[O:20]>CO>[O:20]1[CH:5]=[CH:6][C:1]([C:7]2[S:8][N:11]3[CH:12]=[CH:13][N:14]=[C:10]3[N:9]=2)=[CH:2]1

Participants

5

Reactant 3

HCID 6212Chloroform2×HCID 24648Sulfuryl chlorideHCID 54451730HCID 54451730, compound

Product 1

HCID 215143832-(Furan-3-yl)imidazo[1,2-b][1,2,4]thiadiazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 0.2 g. of 2-(3-furylthiocarbonylamino)-imidazole [(IV), R = 3-furyl] in 10 ml. of chloroform, at 20°-25°C, there is added dropwise 0.1 ml. of sulfuryl chloride in 2 ml. of chloroform. After 10 minutes the reaction mixture is concentrated at 10°-20°C. under vacuum to give a residue which is treated with methanol and filtered. The residue obtained following filtration is treated with dilute aqueous ammonia to give a precipitate which is filtered and dried to yield 2-(3-furyl)-1,2,4-thiadiazolo-[2,3-a]-imidazole.

Workup

  1. concentrationAfter 10 minutes the reaction mixture is concentrated at 10°-20°C. under vacuum
  2. customto give a residue which
  3. filtrationfiltered
  4. customThe residue obtained
  5. filtrationfiltration
  6. additionis treated with dilute aqueous ammonia
  7. customto give a precipitate which
  8. filtrationis filtered
  9. customdried

Sources & evidence

ORD record
ord-9fcb33bfe83c4566bc75027d7845c545
Source dataset
uspto-grants-1976_09
Patent number
US03979404

Reaction notes

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