Ammonia → HCID 67273796, compound

HRID 1696741Notes

Reaction equation

HRID 1696741 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[N:10]([CH3:12])[CH:9]=[C:8]2[S:13](Cl)(=[O:15])=[O:14].[NH3:17]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[N:10]([CH3:12])[CH:9]=[C:8]2[S:13]([NH2:17])(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86630930HCID 86630930, compound

Product 1

HCID 67273796HCID 67273796, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7-methoxy-1-methyl-1H-indole-3-sulfonyl chloride (0.80 g, 3.08 mmol) in THF (20 mL) was added ammonia gas until saturation at ca. 10° C., then the flask was stoppered, and the reaction mixture was stirred at rt for 4 h. The reaction mixture was then quenched with water, and the organic solvent was slowly evaporated under vacuum. The precipitate formed was filtered off, washed with water and dried over P2O5 under high vacuum to obtain the desired compound (0.64 g) as a yellowish solid. MS (ISN): m/e 239.4 (M−H)−

Workup

  1. customThe reaction mixture was then quenched with water
  2. customthe organic solvent was slowly evaporated under vacuum
  3. customThe precipitate formed
  4. filtrationwas filtered off
  5. washwashed with water
  6. dry with materialdried over P2O5 under high vacuum

Sources & evidence

ORD record
ord-3d1af46a40eb428f87932bd6cca96fee
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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