Ammonia → 2-Carbamoyl-3-nitrobenzoic acid

HRID 1582572

Reaction equation

HRID 1582572 reaction equation
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:6]2[C:7]([O:9][C:10](=[O:11])[C:5]=12)=[O:8])([O-:3])=[O:2].[NH3:15]>>[N+:1]([C:4]1[C:5]([C:10]([NH2:15])=[O:11])=[C:6]([C:7]([OH:9])=[O:8])[CH:12]=[CH:13][CH:14]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 216313-Nitrophthalic anhydride

Product 1

HCID 4375472-Carbamoyl-3-nitrobenzoic acid

Conditions

Temperature
0 °C

Procedure

52.5 g (0.27 mol) of 3-nitrophthalic anhydride were stirred in portions over the course of 30 minutes into 75 ml of concentrated aqueous ammonia at room temperature. The mixture was then cooled to 0° C., after which a precipitate crystallized out and was filtered off with suction. This precipitate was dissolved in 125 ml of water by gently heating, and 25.6 ml of 32% strength hydrochloric acid were rapidly added. The mixture was cooled to 0° C., and the crystals which separated out were filtered off with suction. 45 g of the product were obtained.

Workup

  1. customafter which a precipitate crystallized out and
  2. filtrationwas filtered off with suction
  3. dissolutionThis precipitate was dissolved in 125 ml of water
  4. temperatureby gently heating
  5. addition25.6 ml of 32% strength hydrochloric acid were rapidly added
  6. temperatureThe mixture was cooled to 0° C.
  7. customthe crystals which separated out
  8. filtrationwere filtered off with suction

Sources & evidence

ORD record
ord-063751577aef485dae68b0cfcb89aa6a
Source dataset
uspto-grants-2004_05
Patent number
US06737421B1

Linked notes

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