Sulfuryl chloride → HCID 21431586, compound

HRID 436824Notes

Reaction equation

HRID 436824 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11](=[O:14])[O:12][CH3:13])[O:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:18])(=O)=O>C(Cl)Cl>[C:1]([C:5]1[C:9]([Cl:18])=[C:8]([NH:10][C:11](=[O:14])[O:12][CH3:13])[O:7][N:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 13292894HCID 13292894, compound

Product 1

HCID 21431586HCID 21431586, compoundYield 102.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of methyl 3-t-butyl-5-isoxazolylcarbamate (2.56 g) in methylene chloride (13 ml), sulfuryl chloride (1.81 g) is added dropwise, and the resultant mixture is refluxed for 2 hours. The reaction mixture is evaporated to remove the solvent, whereby methyl 3-t-butyl-4-chloro-5-isoxazolylcarbamate (3.08 g) is obtained as an oil. IR: 1748, 1642 cm-1 (CC14).

Workup

  1. customThe reaction mixture is evaporated
  2. customto remove the solvent

Sources & evidence

ORD record
ord-3fc9c9aae33c4a8985d6a4d8be14365d
Source dataset
uspto-grants-1977_06
Patent number
US04028376

Reaction notes

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