Ammonia → HCID 61795711, compound

HRID 2036797Notes

Reaction equation

HRID 2036797 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([S:8]([NH:11][CH2:12][C:13]([O:15]CC)=O)(=[O:10])=[O:9])[CH:5]=[N:6][CH:7]=1.[NH3:18]>CO>[Br:1][C:2]1[CH:3]=[C:4]([S:8]([NH:11][CH2:12][C:13]([NH2:18])=[O:15])(=[O:9])=[O:10])[CH:5]=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 61795720HCID 61795720, compound

Product 1

HCID 61795711HCID 61795711, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 2-(5-bromopyridine-3-sulfonamido)acetate (0.50 g, 1.7 mmol) and ammonia in methanol (2M, 10 mL) was heated to 60° C. in a sealed tube for 4 h. The cooled reaction mixture was concentrated under reduced pressure to yield 2-(5-bromopyridine-3-sulfonamido)acetamide (300 mg, 66%), which was used without further purification. 1H NMR (400 MHz, DMSO-d6) δ (ppm): 8.96 (d, 1H, J=2.4 Hz); 8.90 (d, 1H, J=2 Hz); 8.39 (t, 1H, J=2 Hz), 8.21 (br s, 1H), 7.35 (br s, 1H), 7.07 (br s, 1H), 3.5 (s, 2H). LCMS Method D: retention time 0.945 min; [M+1]=294, 296.0.

Workup

  1. customThe cooled reaction mixture
  2. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-c4511d7fbdb84631b79527e8b18e6ee5
Source dataset
uspto-grants-2013_11
Patent number
US08575184B2

Reaction notes

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