Ammonia → HCID 67274431, compound

HRID 1696733Notes

Reaction equation

HRID 1696733 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[S:9][C:8]([S:10](Cl)(=[O:12])=[O:11])=[CH:7][C:6]=1[CH3:14].[NH3:15]>CC(C)=O>[CH3:1][O:2][CH2:3][CH2:4][C:5]1[S:9][C:8]([S:10]([NH2:15])(=[O:12])=[O:11])=[CH:7][C:6]=1[CH3:14]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 866195455-(2-Methoxy-ethyl)-4-methyl-thiophene-2-sulfonyl chloride

Product 1

HCID 67274431HCID 67274431, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1.40 g (55 mM) 5-(2-methoxy-ethyl)-4-methyl-thiophene-2-sulfonyl chloride in 20 ml acetone was added 5 ml of an aqueous solution of ammonia (25%) and the mixture was stirred at room temperature for 1 h. The mixture was partitioned between water and ethyl acetate. The phases were separated and the organic phase was dried over sodium sulfate and evaporated. The residue purified by chromatography on silica gel crystallized form cyclohexane/diethyl ether to yield 0.89 g of the title compound as light red solid. MS (ISN) M−H+=233.8

Workup

  1. customThe mixture was partitioned between water and ethyl acetate
  2. customThe phases were separated
  3. dry with materialthe organic phase was dried over sodium sulfate
  4. customevaporated
  5. customThe residue purified by chromatography on silica gel
  6. customcrystallized
  7. customform cyclohexane/diethyl ether

Sources & evidence

ORD record
ord-a2609e74dd6d4de7b4539492bf744c33
Source dataset
uspto-grants-2012_04
Patent number
US08163778B2

Reaction notes

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