Benzoyl chloride, 3,4,5-trimethoxy- → HCID 20226427, compound

HRID 1706398Notes

Reaction equation

HRID 1706398 reaction equation
[NH2:1][CH:2]1[CH2:6][N:5]([CH3:7])[N:4]([CH3:8])[CH2:3]1.[CH3:9][O:10][C:11]1[CH:12]=[C:13]([CH:17]=[C:18]([O:22][CH3:23])[C:19]=1[O:20][CH3:21])[C:14](Cl)=[O:15]>C(Cl)(Cl)Cl>[CH3:23][O:22][C:18]1[CH:17]=[C:13]([CH:12]=[C:11]([O:10][CH3:9])[C:19]=1[O:20][CH3:21])[C:14]([NH:1][CH:2]1[CH2:6][N:5]([CH3:7])[N:4]([CH3:8])[CH2:3]1)=[O:15]

Participants

4

Reactant 2

HCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 20226460HCID 20226460, compound

Product 1

HCID 20226427HCID 20226427, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To 10 g (0.09 mole) of 4-amino-1,2-dimethylpyrazolidine in chloroform was added with stirring 20.7 g. (0.09 mole) of 3,4,5-trimethoxybenzoyl chloride. After 30 minutes of stirring the solution was extracted with dilute sodium hydroxide. The chloroform solution was dried (sodium sulfate), filtered, and the filtrate concentrated. The resulting crystalline material was recrystallized from equal portions of ethyl acetate and isopropyl ether. The product (12.1 g.; 44%) melted at 163°-166° C.

Workup

  1. stirringAfter 30 minutes of stirring the solution
  2. extractionwas extracted with dilute sodium hydroxide
  3. dry with materialThe chloroform solution was dried (sodium sulfate)
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated
  6. customThe resulting crystalline material was recrystallized from equal portions of ethyl acetate and isopropyl ether

Sources & evidence

ORD record
ord-4cbcf47fbf064c7c850b02314ce44bf9
Source dataset
uspto-grants-1980_06
Patent number
US04207327

Reaction notes

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