Carbon Dioxide → 2-Ethoxyphenyl sulfamate

HRID 344579Notes

Reaction equation

HRID 344579 reaction equation
O.[CH2:2]([O:4][C:5]1[CH:17]=[CH:16][CH:15]=[CH:14][C:6]=1[O:7][S:8]([N:11]=C=O)(=[O:10])=[O:9])[CH3:3].C(=O)=O>ClC(Cl)(Cl)Cl>[S:8](=[O:9])(=[O:10])([O:7][C:6]1[CH:14]=[CH:15][CH:16]=[CH:17][C:5]=1[O:4][CH2:2][CH3:3])[NH2:11]

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 962WaterHCID 190299582-Ethoxyphenoxysulfonyl isocyanate

Product 1

HCID 145806752-Ethoxyphenyl sulfamateYield 93.3%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
0 °C

Procedure

2.2 g of water are added dropwise at 30 C to 40° C. to a solution of 19.2 g of 2-ethoxyphenoxysulfonyl isocyanate in 150 ml of tetrachloromethane. The mixture is stirred at room temperature until the evolution of carbon dioxide has ceased and cooled to 0° C., the product is filtered off with suction, and the filter residue is washed with ice-cold tetrachloromethane. Drying in vacuo gives 16 g of 2-ethoxyphenyl sulfamate of melting point 62°-65° C.

Workup

  1. filtrationthe product is filtered off with suction
  2. washthe filter residue is washed with ice-cold tetrachloromethane
  3. customDrying in vacuo

Sources & evidence

ORD record
ord-eb7a94e53c924fcc859d4093f2c0f88f
Source dataset
uspto-grants-1991_10
Patent number
US05053072

Reaction notes

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