Hydrochloric Acid → HCID 86633983, compound

HRID 1687592Notes

Reaction equation

HRID 1687592 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:18]=[C:17]([N+:19]([O-])=O)[CH:16]=[CH:15][C:10]=2[C:11]([NH:13][CH3:14])=[O:12])[C:5]([Cl:22])=[CH:4][N:3]=1.Cl.[OH-].[Na+]>[Fe]>[NH2:19][C:17]1[CH:16]=[CH:15][C:10]([C:11]([NH:13][CH3:14])=[O:12])=[C:9]([NH:8][C:6]2[C:5]([Cl:22])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:18]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866339812-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-4-nitro-benzamide

Product 1

HCID 86633983HCID 86633983, compoundYield 60.1%

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

2-(2,5-Dichloro-pyrimidin-4-ylamino)-N-methyl-4-nitro-benzamide (0.248 g, 0.72 mmol), Iron (0.202 g, 3.62 mmol), and HCl (3 mL, 0.1 mol) were heated at 50° C. for 1 h. The reaction mixture was neutralized with NaOH and extracted with CH2Cl2. The suspension was filtered, and the resulting solids were washed with CH2Cl2 and EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure to afford 135 mg (60%) title compound.

Workup

  1. extractionextracted with CH2Cl2
  2. filtrationThe suspension was filtered
  3. washthe resulting solids were washed with CH2Cl2 and EtOAc
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d336194b0107449cb540e16926180442
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

Loading…