Stannous chloride dihydrate → HCID 10488682, compound

HRID 1857445Notes

Reaction equation

HRID 1857445 reaction equation
[Na+].[Cl:2][C:3]1[C:8]([CH2:9][CH3:10])=[CH:7][C:6]([NH:11][CH2:12][C:13]([O-])=[O:14])=[C:5]([N+:16]([O-])=O)[CH:4]=1.O.O.[Sn](Cl)Cl>C(O)C>[Cl:2][C:3]1[CH:4]=[C:5]2[C:6]([NH:11][CH2:12][C:13](=[O:14])[NH:16]2)=[CH:7][C:8]=1[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 21189961HCID 21189961, compound

Product 1

HCID 10488682HCID 10488682, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of N-(4'-Chloro-5'-ethyl-2'-nitrophenyl)glycine sodium salt (0.082 g, 0.31 mmol) and tin (II) chloride dihydrate (0.215 g, 0.953 mmol) in ethanol (1.0 mL) was refluxed for 45 min. It was then cooled to room temperature and the precipitated solid was filtered, washed with ethanol (1.0 mL), and dried under vacuum to yield 0.048 g (72%) pure (1H NMR) title compound as a light yellow powder; 1H NMR (DMSO-d6) δ 1.05 (t, 3H, J=7.2 Hz), 2.52 (d, 2, J=7.2), 3.67 (s, 2H), 6.04 (s, 1H), 6.54 (s, 1H), 6.67 (s, 1H), 10.25 (s, 1H).

Workup

  1. temperaturewas refluxed for 45 min
  2. filtrationthe precipitated solid was filtered
  3. washwashed with ethanol (1.0 mL)
  4. customdried under vacuum

Sources & evidence

ORD record
ord-e030259566c643a48912b5cdeeabeaca
Source dataset
uspto-grants-2000_11
Patent number
US06147075

Reaction notes

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