Potassium Carbonate → HCID 178513298, compound

HRID 1970871Notes

Reaction equation

HRID 1970871 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 mop of potassium carbonate are added in portions with stirring to a suspension, held 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, and the residue is dissolved in water and acidified using 37% aqueous hydrochloric acid. The resultant precipitate is filtered off with suction, washed with water and dried in vacuo: 3-(N-hydroxycarbamimidoyl)benzoic acid as colourless crystals; m.p. 208° C.; 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. filtrationThe resultant precipitate is filtered off with suction
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-4046f17e112e49778c49e9dabe0f4b1a
Source dataset
uspto-grants-2013_04
Patent number
US08431572B2

Reaction notes

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