Ammonia → HCID 11381609, compound

HRID 558337Notes

Reaction equation

HRID 558337 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:23])[C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][C:19]=2[N+:20]([O-:22])=[O:21])[C:13](OC)=[O:14])=[CH:4][CH:3]=1.[NH3:24]>CO>[N+:20]([C:19]1[CH:18]=[CH:17][C:12]([C:13]([NH2:24])=[O:14])=[CH:11][C:10]=1[C:9]([NH:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)=[O:23])([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 23141392HCID 23141392, compound

Product 1

HCID 11381609HCID 11381609, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

Methyl N-(4-chlorophenyl)-4-nitroisophthalamate (220 mg) obtained in step A was dissolved in 10 mL of a methanol solution of 7 mols of ammonia. After the reactor was sealed, the solution was heated for 36 hours at 80° C. with stirring. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. The resulting solid was dried under reduced pressure to obtain 48 mg (23%) of 4-nitro-3-N-(4-chlorophenyl)-isophthalamide.

Workup

  1. customAfter the reactor was sealed
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography
  4. customThe resulting solid was dried under reduced pressure

Sources & evidence

ORD record
ord-fec013549d304448a478d1599a985313
Source dataset
uspto-grants-2011_11
Patent number
US08063046B2

Reaction notes

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