(2-Dimethoxymethyl-3-fluoro-5-methoxy-6-nitro-phenyl)-(2-fluoro-4-iodo-phenyl)-amine → HCID 86656240, compound

HRID 79045Notes

Reaction equation

HRID 79045 reaction equation
C[O:2][CH:3](OC)[C:4]1[C:9]([F:10])=[CH:8][C:7]([O:11][CH3:12])=[C:6]([N+:13]([O-:15])=[O:14])[C:5]=1[NH:16][C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][C:18]=1[F:24]>C(OCC)C.Cl>[F:10][C:9]1[C:4]([CH:3]=[O:2])=[C:5]([NH:16][C:17]2[CH:22]=[CH:21][C:20]([I:23])=[CH:19][C:18]=2[F:24])[C:6]([N+:13]([O-:15])=[O:14])=[C:7]([O:11][CH3:12])[CH:8]=1

Participants

4

Reactant 1

HCID 86656239(2-Dimethoxymethyl-3-fluoro-5-methoxy-6-nitro-phenyl)-(2-fluoro-4-iodo-phenyl)-amine

Product 1

HCID 86656240HCID 86656240, compoundYield 82.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of (2-dimethoxymethyl-3-fluoro-5-methoxy-6-nitro-phenyl)-(2-fluoro-4-iodo-phenyl)-amine (4.2 g, 8.7 mmol) in diethyl ether (70 mL) and 4M HCl (50 mL) was stirred at room temperature for 8 hours. The mixture was extracted with ethyl acetate, the organic extract washed with water, dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a yellow solid (3.1 g, 82%). LCMS (Method B) RT=4.00 no molecular ion.

Workup

  1. extractionThe mixture was extracted with ethyl acetate
  2. extractionthe organic extract
  3. washwashed with water
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-84fa1266fd814685ab9c065615dfe480
Source dataset
uspto-grants-2014_09
Patent number
US08841462B2

Reaction notes

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