Cyanogen Bromide → 5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine

HRID 722218

Reaction equation

HRID 722218 reaction equation
[N:1]#[C:2]Br.[N+:4]([C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]([NH:11][NH2:12])=[O:10])([O-:6])=[O:5]>C(#N)C>[N+:4]([C:7]1[CH:16]=[CH:15][CH:14]=[CH:13][C:8]=1[C:9]1[O:10][C:2]([NH2:1])=[N:12][N:11]=1)([O-:6])=[O:5]

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 3781218o-Nitrobenzohydrazide

Product 1

HCID 7120425-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

4 ml of a 5M cyanogen bromide solution in acetonitrile were added dropwise to the solution of 3.6 g of 2-nitrobenzoic hydrazide in 20 ml of acetonitrile. This resulted first in a clear solution, then a solid precipitated out which was filtered off with suction after continuing to stir for a short time, washed again with acetonitrile and dried under reduced pressure.

Workup

  1. customThis resulted first in a clear solution
  2. customa solid precipitated out which
  3. filtrationwas filtered off with suction
  4. washwashed again with acetonitrile
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-db67281e842a443a941f216a9cc75985
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Linked notes

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