7-Aminoheptanoic acid → HCID 178512811, compound

HRID 371075Notes

Reaction equation

HRID 371075 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9].S(O)(O)(=O)=O.CO[C:18](=[NH:20])[NH2:19].[Na]>CO.O>[NH:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9])[C:18]([NH2:20])=[NH:19]

Participants

6

Reactant 3

HCID 135807-Aminoheptanoic acidHCID 169039Carbamimidic acid, methyl ester, sulfate (1:1)HCID 5360545Sodium

Product 1

HCID 178512811HCID 178512811, compoundYield 66.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

50.0 g (0.344 mols) of 7-aminoheptanoic acid and 63.5 g (0.514 mol) of O-methylisourea sulfate were dissolved in 250 ml of 50% aqueous methanol (v/v). To the solution was added dropwise a solution of 34.3 g (0.858 mol) of sodium hdyroxide in 400 ml of water. Then, the mixture was heated overnight under reflux. The reaction mixture was concentrated to about a half volume under reduced pressure followed by cooling the concentrate to precipitate white crystals. The crystals were collected by filtration, and dried to give 42.6 g (yield: 66.1%) of 7-guanidinoheptanoic acid.

Workup

  1. temperatureThen, the mixture was heated overnight
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated to about a half volume under reduced pressure
  4. temperatureby cooling the
  5. concentrationconcentrate
  6. customto precipitate white crystals
  7. filtrationThe crystals were collected by filtration
  8. customdried

Sources & evidence

ORD record
ord-682c35d8dfb24d67a8923145d228ceaf
Source dataset
uspto-grants-1985_07
Patent number
US04529549

Reaction notes

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