Hexamethyldisilazane → Ethyl 2-sulfamoylacetate

HRID 648189

Reaction equation

HRID 648189 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][S:7](Cl)(=[O:9])=[O:8])=[O:5])[CH3:2].C[Si](C)(C)[NH:13][Si](C)(C)C>C(Cl)Cl>[CH2:1]([O:3][C:4]([CH2:6][S:7]([NH2:13])(=[O:9])=[O:8])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 13838HexamethyldisilazaneHCID 12225100Ethyl (chlorosulfonyl)acetate

Product 1

HCID 12225113Ethyl 2-sulfamoylacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 54.6 g (0.29 mole) ethoxy carbonyl methanesulfonyl chloride in 250 ml methylene chloride is stirred at 0° under a nitrogen atmosphere while 46.8 g (0.29 mole) hexamethyldisilazane is added dropwise. The resulting cloudy solution is allowed to warm to 25° over one hour and then evaporated in vacuo to an oil which crystallizes: yield of the title product is 48.4 g (100%), mp 63°-67°; lit.1 mp 67°-68°, lit2 mp 66°-68°.

Workup

  1. additionis added dropwise
  2. temperatureto warm to 25° over one hour
  3. customevaporated in vacuo to an oil which
  4. customcrystallizes

Sources & evidence

ORD record
ord-ccbb9e39cb8f49eaa411d4555b4ce37c
Source dataset
uspto-grants-1983_10
Patent number
US04411899

Linked notes

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