Sodium Carbonate → HCID 21866248, compound

HRID 857790Notes

Reaction equation

HRID 857790 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[N:11][S:10][N:9]=2)=[C:4]([CH:13](Br)Br)[CH:3]=1.S([O-])([O-])(=O)=[O:17].[K+].[K+].C(=O)([O-])[O-].[Na+].[Na+]>OS(O)(=O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[N:11][S:10][N:9]=2)=[C:4]([CH:3]=1)[CH:13]=[O:17]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24507Potassium SulfateHCID 21866270HCID 21866270, compound

Product 1

HCID 21866248HCID 21866248, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A stirred solution of 3-[4-chloro-2-(dibromomethyl)phenyl]-1,2,5-thiadiazole (0.452 g, 1.23 mmol) and potassium sulfate (0.334, 2.45 mmol) in concentrated H2SO4 (20.0 mL) was heated to 90° C. for 1.5 h. The solution was poured into ice water, basified with saturated aqueous sodium carbonate and extracted into EtOAc. The organic phase was dried (Na2SO4) and reduced in vacuo. 5-Chloro-2-(1,2,5-thiadiazol-3-yl)benzaldehyde was isolated as a solid. 1H NMR (CDCl3, 400 MHz) δ 7.70 (s, 2H), 8.05 (s, 1H), 8.82 (s, 1H), 10.28 (s, 1H).

Workup

  1. extractionextracted into EtOAc
  2. dry with materialThe organic phase was dried (Na2SO4)

Sources & evidence

ORD record
ord-41a944b1970f4d3397bb27c6defb9d57
Source dataset
uspto-grants-2006_12
Patent number
US07144899B2

Reaction notes

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