Water → 6-bromo-4-diethylthiocarbamoylthio-3-propyl-2H-1-benzopyran-2-one

HRID 1636433Notes

Reaction equation

HRID 1636433 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][CH3:14])=[C:7](Cl)[C:6]=2[CH:16]=1.[CH2:17]([N:19]([CH2:23][CH3:24])[C:20](=[S:22])[S-:21])[CH3:18].[Na+].O>CN(C)C=O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9](=[O:11])[C:8]([CH2:12][CH2:13][CH3:14])=[C:7]([S:22][C:20](=[S:21])[N:19]([CH2:23][CH3:24])[CH2:17][CH3:18])[C:6]=2[CH:16]=1

Participants

5

Reactant 3

HCID 962WaterHCID 533728Sodium DiethyldithiocarbamateHCID 193516286-bromo-4-chloro-3-propyl-2H-1-benzopyran-2-one

Product 1

HCID 193516196-bromo-4-diethylthiocarbamoylthio-3-propyl-2H-1-benzopyran-2-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-bromo-4-chloro-3-propyl-2H-1-benzopyran-2-one (0.5 g) in dimethylformamide (2 ml) was treated with sodium diethyldithiocarbamate (0.34 g). The mixture was stirred at room temperature under nitrogen overnight and then poured into water, extracted with diethyl ether and the extract washed with brine, dried and evaporated under reduced pressure to give 6-bromo-4-diethylthiocarbamoylthio-3-propyl-2H-1-benzopyran-2-one, m.p. 135-7°. (compound 16)

Workup

  1. extractionextracted with diethyl ether
  2. washthe extract washed with brine
  3. customdried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-68208a4527674e13946886f99212d572
Source dataset
uspto-grants-2000_03
Patent number
US06034121

Reaction notes

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