Potassium Carbonate → HCID 178513298, compound

HRID 330792Notes

Reaction equation

HRID 330792 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=[O:13])#[N:8].[Cl-].[OH:19][NH3+:20]>CO>[OH:19][NH:20][C:7]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=[O:13])=[NH:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 158753-Cyanobenzoic acidHCID 21645Hydroxylamine HCl

Product 1

HCID 178513298HCID 178513298, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1382 g (10.0 mol) of potassium carbonate are added in portions with stirring to a suspension, kept at 30° C., of 500 g (3.40 mol) of 3-cyanobenzoic acid in 8 l of methanol. 695 g (10.0 mol) of hydroxylammonium chloride are subsequently added in small portions at an internal temperature of 40-45° C. The reaction mixture is then heated at the boil for 15 hours. The reaction mixture is evaporated in vacuo, the residue is dissolved in water and acidified using 37% aqueous hydrochloric acid. The precipitate formed is filtered off with suction, washed with water and dried in vacuo: 3-(N-hydroxycarbamimidoyl)-benzoic acid as colourless crystals; m.p. 208°; ESI 181 (M+H).

Workup

  1. temperatureThe reaction mixture is then heated at the boil for 15 hours
  2. customThe reaction mixture is evaporated in vacuo
  3. dissolutionthe residue is dissolved in water
  4. customThe precipitate formed
  5. filtrationis filtered off with suction
  6. washwashed with water
  7. customdried in vacuo

Sources & evidence

ORD record
ord-127aa492fd3d4e0484cd4f0c22c43762
Source dataset
uspto-grants-2014_11
Patent number
US08877751B2

Reaction notes

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