Methyl chloroformate → HCID 22865250, compound

HRID 742196Notes

Reaction equation

HRID 742196 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][C@@H:6]1[NH:10][C:9](=[O:11])[N:8]([C:12]2[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=2)[C:15]([OH:17])=[O:16])[C:7]1=[O:21].Cl[C:23]([O:25][CH3:26])=[O:24].[OH-].[Na+].S([O-])(O)(=O)=O.[K+]>CO.O>[CH3:26][O:25][C:23]([NH:2][CH2:3][CH2:4][CH2:5][C@@H:6]1[NH:10][C:9](=[O:11])[N:8]([C:12]2[CH:13]=[C:14]([CH:18]=[CH:19][CH:20]=2)[C:15]([OH:17])=[O:16])[C:7]1=[O:21])=[O:24]

Participants

7

Reactant 4

HCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 67765111HCID 67765111, compound

Product 1

HCID 22865250HCID 22865250, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

314 mg (1 mmol) of 3-(5-(S)-(3-aminopropyl)-2,4-dioxoimidazolidin-3-yl)-benzoic acid hydrochloride are dissolved in 5 ml of methanol and 5 ml of water. After addition of 130 mg (1.38 mmol) of methyl chloroformate, the mixture is adjusted to pH 7 at 10° C. with 0.1 N sodium hydroxide solution. The mixture is allowed to warm to room temperature, and is stirred for 4 h, acidified to pH 3 with potassium hydrogen sulphate solution and concentrated. The residue is stirred with water, filtered off with suction and dried.

Workup

  1. concentrationconcentrated
  2. stirringThe residue is stirred with water
  3. filtrationfiltered off with suction
  4. customdried

Sources & evidence

ORD record
ord-f677ac1995ca4a0cbd9faee575093c2a
Source dataset
uspto-grants-1996_09
Patent number
US05554594

Reaction notes

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