2-Chloro-5-nitroaniline → HCID 3498511, compound

HRID 888109Notes

Reaction equation

HRID 888109 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH2:4].[C:12](Cl)(=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]>C(Cl)Cl>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:3]=1[NH:4][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 226912-Chloro-5-nitroanilineHCID 62493Pivaloyl chloride

Product 1

HCID 3498511HCID 3498511, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Chloro-5-nitroaniline (3.36 g) was dissolved in CH2Cl2 (45 mL) at 0° C. and pivaloyl chloride (1.99 mL) was added dropwise followed by TEA (4.06 mL). The mixture was stirred at RT for 2 days and a solid precipitated. Solid was filtered, rinsed with MeOH. Mother liquid was evaporated, solid was filtered on silica pad and solvent evaporated. Combined white solids were dried.

Workup

  1. customa solid precipitated
  2. filtrationSolid was filtered
  3. washrinsed with MeOH
  4. customMother liquid was evaporated
  5. filtrationsolid was filtered on silica pad and solvent
  6. customevaporated
  7. customwere dried

Sources & evidence

ORD record
ord-5be143d539824265a41f3965695ccb91
Source dataset
uspto-grants-2012_08
Patent number
US08247556B2

Reaction notes

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