Ammonia → HCID 89876230, compound

HRID 594102

Reaction equation

HRID 594102 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:19])[O:4][N:3]=1.[NH3:20]>CO>[CH3:1][C:2]1[C:6]([CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([S:15]([NH2:20])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[C:5]([CH3:19])[O:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 164907024-((3,5-Dimethylisoxazol-4-yl)methoxy)benzene-1-sulfonyl chloride

Product 1

HCID 89876230HCID 89876230, compoundYield 69.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

4-{[(3,5-dimethyl-4-isoxazolyl)methyl]oxy}benzenesulfonyl chloride (300 mg, 0.994 mmol) was added to ammonia solution (2 mL, 92 mmol, 0.88 NH3 in water). The reaction was stirred at 20° C. for 30 minutes, then left to stand overnight. The reaction mixture was diluted with methanol (5 mL) and passed sequentially through two separate aminopropyl (NH2) solid phase extraction (SPE) cartridges eluting with methanol. The product-containing fractions were combined and evaporated in vacuo to give product as a yellow solid (196.2 mg). LCMS (2 min, formic) Rt 0.71 min, m/z (ES+) 283 (M+H).

Workup

  1. waitleft
  2. waitto stand overnight
  3. customseparate
  4. extractionaminopropyl (NH2) solid phase extraction (SPE) cartridges
  5. washeluting with methanol
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-b44f110019724f3fb620e6ff3114cbd1
Source dataset
uspto-grants-2016_01
Patent number
US09242972B2

Linked notes

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