Ammonium Hydroxide → 3-Cyanobenzene-1-sulfonamide

HRID 1809201

Reaction equation

HRID 1809201 reaction equation
[NH4+:1].[OH-].[C:3]([C:5]1[CH:6]=[C:7]([S:11](Cl)(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)#[N:4]>C(#N)C>[C:3]([C:5]1[CH:6]=[C:7]([S:11]([NH2:1])(=[O:13])=[O:12])[CH:8]=[CH:9][CH:10]=1)#[N:4]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 28013603-Cyanobenzene-1-sulfonyl chloride

Product 1

HCID 28087183-Cyanobenzene-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

NH4OH (22 mL, excess) can be added to a solution of 3-cyanobenzene-1-sulfonyl chloride (1.0 g, 4.97 mmol) in acetonitrile (22 mL) and the reaction stirred overnight at r.t. The reaction can be concentrated and the solid obtained washed with water to give 500 mg of product. The water phase can be extracted with AcOEt, dried with MgSO4 anh, filtered and evaporated to give 400 mg of product that can be combined with the solid obtained before (0.90 g, 99%).

Workup

  1. customThe reaction
  2. concentrationcan be concentrated
  3. customthe solid obtained
  4. washwashed with water

Sources & evidence

ORD record
ord-677cb9023bfe48a5bb62101c1c42c633
Source dataset
uspto-grants-2013_01
Patent number
US08362018B2

Linked notes

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