Calcium Carbonate → HCID 19751960, compound

HRID 1607479Notes

Reaction equation

HRID 1607479 reaction equation
[NH2:1][C:2]1[C:3]([O:14][CH3:15])=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([O:9][CH3:10])=[C:6]([Cl:8])[CH:7]=1.C(=O)([O-])[O-].[Ca+2].Cl[C:22]([O:24][CH2:25][CH2:26][Cl:27])=[O:23]>O1CCOCC1>[Cl:27][CH2:26][CH2:25][O:24][C:22]([NH:1][C:2]1[C:3]([O:14][CH3:15])=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([O:9][CH3:10])=[C:6]([Cl:8])[CH:7]=1)=[O:23]

Participants

5

Reactant 3

HCID 10112Calcium CarbonateHCID 123052-Chloroethyl chloroformateHCID 19751984HCID 19751984, compound

Product 1

HCID 19751960HCID 19751960, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

0.05 mole (11.7 g) of 5-amino-2,4-dimethoxy-3-nitrochlorobenzene was dissolved in 50 ml of dioxane. 5 g of calcium carbonate were added and then the temperature was raised to the region of 90° C. 0.05 mole (7.2 g) of β-chloroethyl chloroformate was then introduced with stirring. Upon completion of the addition, stirring was maintained for 30 additional minutes at 90° C. The inorganic salts present in the reaction mixture were removed by filtration while hot. After addition of iced water to the filtrate, the expected product crystallized. The product obtained was thoroughly drained and washed with water. After drying, it was recrystallized from ethanol. It melted at 93° C.

Workup

  1. additionUpon completion of the addition
  2. stirringstirring
  3. temperaturewas maintained for 30 additional minutes at 90° C
  4. customThe inorganic salts present in the reaction mixture were removed by filtration while hot
  5. additionAfter addition of iced water to the filtrate
  6. customthe expected product crystallized
  7. customThe product obtained
  8. washwashed with water
  9. customAfter drying
  10. customit was recrystallized from ethanol

Sources & evidence

ORD record
ord-f01699ec169344df901c0a75aaa4cc12
Source dataset
uspto-grants-1989_09
Patent number
US04865618

Reaction notes

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