Stannous chloride dihydrate → HCID 82862447, compound

HRID 876218Notes

Reaction equation

HRID 876218 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O.O.O.[Sn](Cl)Cl.C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>C(OCC)(=O)C>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:15])([CH3:16])[CH3:17])=[CH:3][C:2]=1[Br:1]

Participants

5

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 18509378HCID 18509378, compoundHCID 82866440HCID 82866440, compound

Product 1

HCID 82862447HCID 82862447, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To tert-butyl N-(3-bromo-4-nitro-phenyl)carbamate (1 g, 3.15 mmol) in ethyl acetate (20 mL) is added tin (II) chloride dihydrate (3.56 g, 15.77 mmol) and stirred overnight at r.t. The reaction mixture is basified with potassium carbonate/sodium hydroxide. The organic layer is separated, dried and concentrated. The crude product is used without further purification for the next step. Yield 83%, m/z 287/289[M+H]+, rt 0.58 min, LC-MS Method X011_S03.

Workup

  1. customThe organic layer is separated
  2. customdried
  3. concentrationconcentrated
  4. customThe crude product is used without further purification for the next step
  5. customrt 0.58 min, LC-MS Method X011_S03

Sources & evidence

ORD record
ord-1e5d9442413c41bba5ff510fa4c6bbef
Source dataset
uspto-grants-2015_03
Patent number
US08987249B2

Reaction notes

Loading…