Dichlorodimethylsilane → HCID 66978191, compound

HRID 1846446Notes

Reaction equation

HRID 1846446 reaction equation
[CH3:1][C:2]1[C:7]2[NH:8][C:9](=[O:11])[O:10][C:6]=2[CH:5]=[C:4]([S:12](Cl)(=O)=O)[CH:3]=1.CN(C)C(=O)C.Cl[Si](Cl)(C)C>ClCCCl.[Zn]>[SH:12][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]2[NH:8][C:9](=[O:11])[O:10][C:6]=2[CH:5]=1

Participants

6

Reactant 3

HCID 6398DichlorodimethylsilaneHCID 31374DimethylacetamideHCID 87222855HCID 87222855, compound

Product 1

HCID 66978191HCID 66978191, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 111,2-DichloroethaneSolvent2×

Conditions

Temperature
75 °C

Procedure

Under a nitrogen atmosphere a solution of 1.40 g (5.60 mmol) 4-methyl-2-oxo-2,3-dihydro-benzoxazol-6-sulphonic acid chloride and 1.60 g (16.8 mmol) N,N-dimethylacetamide in 1,2-dichloroethane was slowly added dropwise to 1.30 g (19.9 mmol) zinc and 2.40 mL (19.5 mmol) dichlorodimethylsilane in 20 mL of 1,2-dichloroethane. The reaction mixture was stirred for 2 h at 75° C. After cooling the mixture was filtered and the filtrate was evaporated down. The residue remaining was combined with MeOH, the precipitate formed was filtered and the filtrate was evaporated down. The residue was further reacted as the crude product.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationwas filtered
  3. customthe filtrate was evaporated down
  4. customthe precipitate formed
  5. filtrationwas filtered
  6. customthe filtrate was evaporated down
  7. customThe residue was further reacted as the crude product

Sources & evidence

ORD record
ord-a2b3f89ed8e544848336629272bfb486
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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