Sodium Nitrite → HCID 22397196, compound

HRID 411220Notes

Reaction equation

HRID 411220 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[S:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:11])=[O:10].[N:17]([O-])=O.[Na+]>C(O)(=O)C.O>[CH3:8][C:5]1[CH:6]=[CH:7][C:2]2[NH:1][N:17]=[C:12]([C:13]([O:15][CH3:16])=[O:14])[S:9](=[O:11])(=[O:10])[C:3]=2[CH:4]=1

Participants

5

Reactant 2

HCID 23668193Sodium NitriteHCID 85803722HCID 85803722, compound

Product 1

HCID 22397196HCID 22397196, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

A solution of methyl ((2-amino-5-methylphenyl)sulfonyl)acetate (Preparation 38, 1.5 g) in glacial acetic acid (20 mL) is added dropwise with vigorous stirring to a mixture of sodium nitrite (0.47 g) in water (6 mL) at room temperature. The mixture is stirred for 1 h. The resulting precipitate is filtered and washed with excess water. The solid is collected and placed under high vacuum overnight to obtain 1.05 g (67%) of the title compound as a green powder. Physical characteristics: MS (ESI−) m/z 253 (M−H).

Workup

  1. filtrationThe resulting precipitate is filtered
  2. washwashed with excess water
  3. customThe solid is collected
  4. customplaced under high vacuum overnight

Sources & evidence

ORD record
ord-5cdc8c7928a7473c902c7310ec75c244
Source dataset
uspto-grants-2003_05
Patent number
US06559145B2

Reaction notes

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