Ammonia → HCID 13282658, compound

HRID 1262966Notes

Reaction equation

HRID 1262966 reaction equation
[NH3:1].[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]([S:13](Cl)(=[O:15])=[O:14])[CH3:12])([O-:4])=[O:3]>C(OCC)C>[N+:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[CH:11]([S:13]([NH2:1])(=[O:15])=[O:14])[CH3:12])([O-:4])=[O:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13282668HCID 13282668, compound

Product 1

HCID 13282658HCID 13282658, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Liquid anhydrous ammonia (10 ml) was added to a stirred suspension of the product from Example 13 in 350 ml dry diethyl ether at 0°-5° C. over a period of 20 minutes. The reaction mixture was stirred at 0°-5° C. for 30 minutes and was allowed to warm to room temperature over a two hour period. The solids were filtered and washed with diethy ether. Concentration of the filtrate in vacuo gave a yellow solid which was washed with water, 1-chlorobutane, and then dried under vacuum to yield 17 g of 1-(2-nitrophenyl)ethanesulfonamide as a pale yellow solid, m.p. 107°-109° C.

Workup

  1. filtrationThe solids were filtered
  2. washwashed with diethy ether
  3. customConcentration of the filtrate in vacuo gave a yellow solid which
  4. washwas washed with water, 1-chlorobutane
  5. customdried under vacuum

Sources & evidence

ORD record
ord-8c440e585fde4c0599cfa1d07c5bedf0
Source dataset
uspto-grants-1984_06
Patent number
US04454334

Reaction notes

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