Dibromomethane → HCID 14457257, compound

HRID 330534Notes

Reaction equation

HRID 330534 reaction equation
[F:1][C:2]1([F:15])[O:6][C:5]2[CH:7]=[CH:8][C:9]([NH:11][C:12](=[S:14])[S-:13])=[CH:10][C:4]=2[O:3]1.[CH2:16]([NH+](CC)CC)C.BrCBr.C(N(CC)CC)C>CN(C)C=O>[F:15][C:2]1([F:1])[O:6][C:5]2[CH:7]=[CH:8][C:9]([N:11]=[C:12]3[S:13][CH2:16][S:14]3)=[CH:10][C:4]=2[O:3]1

Participants

5

Reactant 3

HCID 3024DibromomethaneHCID 8471TriethylamineHCID 19868711HCID 19868711, compound

Product 1

HCID 14457257HCID 14457257, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

7.36 g (0.021 mol) Triethylammonium N-(2,2-difluoro-1,3-benzodioxol-5-yl)dithiocarbamate was dissolved in 50 ml dimethylformamide. With vigorous stirring, a mixture of 18.25 g (0.105 mol) dibromomethane and 2.12 g (0.021 mol) triethylamine in 20 ml dimethylformamide was added dropwise. It was then stirred for two hours. The reaction mixture was poured into 250 ml ice/water and extracted 3 times with 100 ml diethyl ether. The combined ether phases were dried over magnesium sulphate and concentrated. Purification was then carried out by column chromatography (eluent: hexane/ethyl acetate 4:1).

Workup

  1. additionwas added dropwise
  2. extractionextracted 3 times with 100 ml diethyl ether
  3. dry with materialThe combined ether phases were dried over magnesium sulphate
  4. concentrationconcentrated
  5. customPurification

Sources & evidence

ORD record
ord-578fb26338324ef3823cef4b19e66f61
Source dataset
uspto-grants-1990_01
Patent number
US04897415

Reaction notes

Loading…