Cyanogen Bromide → HCID 15888359, compound

HRID 1489006Notes

Reaction equation

HRID 1489006 reaction equation
C([N:5]1[C:9](=O)[N:8]2[CH:11]=[CH:12][N:13]=[C:7]2[S:6]1)CCC.N#C[Br:16]>ClCCl>[Br:16][C:9]1[N:8]2[CH:11]=[CH:12][N:13]=[C:7]2[S:6][N:5]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 11171593HCID 11171593, compound

Product 1

HCID 15888359HCID 15888359, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a cooled solution of 2-butylimidazo[1,2-d]-1,2,4-thiadiazole-3(2H)-one (4.78 g, 0.0242 mole) in 25 mL dichloromethane, cyanogen bromide (5.13 g, 0.0482 mole) was added in one portion and the mixture was stirred for 16 h at room temperature. The precipitate was filtered, slurried in 10 mL of methanol and subsequently washed with dichloromethane to give 4.45 g (90%) of 3-bromoimidazo[1,2-d]-1,2,4-thiadiazole as a colourless powder: mp 220° C. (dec); MS m/z 205, 203 (M+). Anal. Calcd for C4 H2N3SBr.1/2 H2O: C, 22.55; H, 1.42; N, 19.72; O, 3.75; S, 15.02; Br, 37.50. Found: C, 22.79; H, 1.41; N, 19.42; O, 2.67; S, 14.61; Br, 38.20.

Workup

  1. filtrationThe precipitate was filtered
  2. washsubsequently washed with dichloromethane

Sources & evidence

ORD record
ord-cc7e258f2e12424b894499f0cbece86f
Source dataset
uspto-grants-1997_10
Patent number
US05677302

Reaction notes

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