Ammonia → 2-Carbamoylmethoxy-4-aminosulfonylphenoxyacetamide

HRID 1593252Notes

Reaction equation

HRID 1593252 reaction equation
[C:1]([CH2:4][O:5][C:6]1[CH:16]=[C:15]([S:17](Cl)(=[O:19])=[O:18])[CH:14]=[CH:13][C:7]=1[O:8][CH2:9][C:10]([NH2:12])=[O:11])(=[O:3])[NH2:2].[NH3:21]>>[C:1]([CH2:4][O:5][C:6]1[CH:16]=[C:15]([S:17]([NH2:21])(=[O:19])=[O:18])[CH:14]=[CH:13][C:7]=1[O:8][CH2:9][C:10]([NH2:12])=[O:11])(=[O:3])[NH2:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 185412373,4-Bis(carbamoylmethoxy)benzenesulfonyl chloride

Product 1

HCID 589992382-Carbamoylmethoxy-4-aminosulfonylphenoxyacetamide

Procedure

2-Carbamoylmethoxy-4-chlorosulfonylphenoxyacetamide (Intermediate A65, 12.9 g, 0.040 mol) was dissolved in methanolic ammonia and stirred for 16 hr. The solvent was removed at aspirator pressure, and the residue was crystallized in water. The resulting solid was washed with hot water and several additional portions of water. The product, title compound weighed 8.6 g (71%).

Workup

  1. customThe solvent was removed at aspirator pressure
  2. customthe residue was crystallized in water
  3. washThe resulting solid was washed with hot water and several additional portions of water

Sources & evidence

ORD record
ord-8ab1b7edce2848b2b518371e4d8e97be
Source dataset
uspto-grants-2007_11
Patent number
US07294716B2

Reaction notes

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