Calcium Carbonate → HCID 57319731, compound

HRID 483300Notes

Reaction equation

HRID 483300 reaction equation
[ClH:1].Cl.[NH2:3][C:4]1[C:5]([O:14][CH3:15])=[C:6]([Cl:13])[CH:7]=[C:8]([NH2:12])[C:9]=1[O:10][CH3:11].[OH-].[Na+].[C:18](=[O:21])([O-:20])[O-].[Ca+2].Cl[C:24]([O:26][CH2:27][CH2:28][Cl:29])=[O:25].O1[CH2:35][CH2:34]OCC1>>[Cl:1][CH2:34][CH2:35][O:20][C:18]([NH:3][C:4]1[C:5]([O:14][CH3:15])=[C:6]([Cl:13])[CH:7]=[C:8]([NH:12][C:24]([O:26][CH2:27][CH2:28][Cl:29])=[O:25])[C:9]=1[O:10][CH3:11])=[O:21]

Participants

6

Reactant 5

HCID 10112Calcium CarbonateHCID 123052-Chloroethyl chloroformateHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 19751963HCID 19751963, compound

Product 1

HCID 57319731HCID 57319731, compound

Conditions

Temperature
80 °C

Procedure

0.15 mole (41.3 g) of 3,5-diamino-2,4-dimethoxychlorobenzene dihydrochloride obtained in Example 3, followed by 30 ml of 10N sodium hydroxide was added to 200 ml of dioxane. The temperature was raised to the region of 80° C., and then 15 g of calcium carbonate were added. 43 g of β-chloroethyl chloroformate were then introduced with stirring. Upon completion of the addition, heating was maintained at 90° C. for 15 minutes. The inorganic salts were removed from the reaction mixture by filtration. The expected product crystallized slowly upon dilution of the reaction mixture with iced water. Recrystallized from 96° strength ethanol, it melted at 87° C.

Workup

  1. additionUpon completion of the addition
  2. temperatureheating
  3. temperaturewas maintained at 90° C. for 15 minutes
  4. customThe inorganic salts were removed from the reaction mixture by filtration
  5. customThe expected product crystallized slowly upon dilution of the reaction mixture with iced water
  6. customRecrystallized from 96° strength ethanol, it melted at 87° C.

Sources & evidence

ORD record
ord-411f1fdd5bba4fc6ad32e0724f40d670
Source dataset
uspto-grants-1993_07
Patent number
USRE034300

Reaction notes

Loading…