Sodium Hydroxide → HCID 69848351, compound

HRID 1976997Notes

Reaction equation

HRID 1976997 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]([NH:11][C:12]1[CH:33]=[CH:32][C:15]([CH2:16][C@@H:17]([C:29]([OH:31])=[O:30])[NH:18][C:19]([C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[Cl:28])=[O:20])=[CH:14][CH:13]=1)=[O:10].[OH-].[Na+:35]>O>[Na+:35].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH2:16][C@@H:17]([C:29]([O-:31])=[O:30])[NH:18][C:19]([C:21]2[C:26]([CH3:27])=[CH:25][CH:24]=[CH:23][C:22]=2[Cl:28])=[O:20])=[CH:32][CH:33]=1)=[O:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 16727128HCID 16727128, compound

Product 1

HCID 69848351HCID 69848351, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent4×

Conditions

Temperature
42.5 °C

Procedure

A suspension of 4-[[(2,6-dichlorophenyl)carbonyl]amino]-N-[(2-chloro-6-methylphenyl)carbonyl]-L-phenylalanine (127.13 mmol, 64.3 g) in water (500 mL) was titrated with aqueous 1.0 N sodium hydroxide (120 mL) at room temperature until the pH of the solution became neutral. In order to effect complete dissolution, the mixture was warmed to 40-45° C. during the course of the titration. Some of the water was removed to a approximate volume of 300-350 mL under vacuum and the clear solution was lyopholized under high vacuum for 2 days to obtain 67 g (100%) as a white amorphous solid. Anal. (C24H18ClO3NaO4.0.70 H2O): Calcd. C, 54.62; H, 3.44; N, 5.31; Cl, 20.15; Na, 4.36; H2O, 2.33. Fd: C, 54.37; H, 3.49; N, 5.18; Cl, 20.11; Na, 4.25; H2O, 2.54.

Workup

  1. dissolutiondissolution
  2. customSome of the water was removed to a approximate volume of 300-350 mL under vacuum
  3. customto obtain 67 g (100%) as a white amorphous solid

Sources & evidence

ORD record
ord-8730f40b632441f8bb4de45207563a36
Source dataset
uspto-grants-2001_05
Patent number
US06229011B1

Reaction notes

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