Allyl bromide → HCID 20443108, compound

HRID 1632485Notes

Reaction equation

HRID 1632485 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]2=[N:6][S:7][N:8]=[C:4]2[C:3]=1[NH:11][C:12]#[N:13].[Na].[CH2:15](Br)[CH:16]=[CH2:17]>C(O)C>[CH2:17]([N:11]([C:12]#[N:13])[C:3]1[C:4]2[C:5](=[N:6][S:7][N:8]=2)[CH:9]=[CH:10][C:2]=1[Cl:1])[CH:16]=[CH2:15]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 5360545SodiumHCID 13785516(5-Chloro-2,1,3-benzothiadiazol-4-yl)cyanamide

Product 1

HCID 20443108HCID 20443108, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The starting material is obtained as follows: 5 g 5-chloro-N-cyano-2,1,3-benzothiadiazol-4-amine are added to a solution of 0.55 g sodium in 60 ml ethanol and the mixture is reacted with 3 g allyl bromide. The mixture is agitated 3 hours under refluxing and the solvent evaporated under vacuum. The residue is extracted with methylene chloride. N-allyl-5-chloro-N-cyano-2,1,3-benzothiadiazol-4-amine (M.P. 62°-63°) is obtained.

Workup

  1. customThe starting material is obtained
  2. temperatureunder refluxing
  3. customthe solvent evaporated under vacuum
  4. extractionThe residue is extracted with methylene chloride

Sources & evidence

ORD record
ord-a93c9c0d514d4bd39fa8e8327b010cca
Source dataset
uspto-grants-1984_10
Patent number
US04476135

Reaction notes

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