Ammonia → HCID 18331867, compound

HRID 1009007Notes

Reaction equation

HRID 1009007 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S:11](Cl)(=[O:13])=[O:12])=[CH:3]1.[NH3:15]>C1COCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([S:11]([NH2:15])(=[O:13])=[O:12])=[CH:3]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 552801841H-Indole-3-sulfonyl chloride, 1-methyl-

Product 1

HCID 18331867HCID 18331867, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-methyl-1H-indole-3-sulfonyl chloride (0.86 g, 3.75 mmol) in THF (40 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; 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 1-methyl-1H-indole-3-sulfonic acid amide (0.64 g) as a yellowish solid. MS (ISN): m/e 209.4 (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-dc3ced2568c54804bee39f7626099db2
Source dataset
uspto-grants-2011_07
Patent number
US07973051B2

Reaction notes

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