Acetyl chloride → HCID 22751286, compound

HRID 2163677Notes

Reaction equation

HRID 2163677 reaction equation
[C:1]1([CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:8][C:9]2[NH:10][CH2:11][CH2:12][N:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:20](Cl)(=[O:22])[CH3:21]>N1C=CC=CC=1>[C:20]([N:13]1[CH2:12][CH2:11][N:10]=[C:9]1[CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)(=[O:22])[CH3:21]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 12632114HCID 12632114, compound

Product 1

HCID 22751286HCID 22751286, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent2×

Procedure

To a mixture of 5.0 g of 2-(2,2-diphenyl ethyl)-2-imidazoline and 50 ml of pyridine, 1.1 g of acetyl chloride was dropwise added and the solution stirred at room temperature for about 2 hours. After the reaction, pyridine was removed by distillation. To the resulting residue there was added 100 ml of benzene and the same amount of water, and the solution was well shaken. The benzene layer was separated, washed with water and dried with sodium sulfate. After removing benzene from the solution, the resulting residue was recrystallized from ether to give 1-acetyl-2-(2,2-diphenyl ethyl)-2-imidazoline having a melting point of 104°-106° C.

Workup

  1. additionwas dropwise added
  2. customwas removed by distillation
  3. additionTo the resulting residue there was added 100 ml of benzene
  4. stirringthe same amount of water, and the solution was well shaken
  5. customThe benzene layer was separated
  6. washwashed with water
  7. dry with materialdried with sodium sulfate
  8. customAfter removing benzene from the solution
  9. customthe resulting residue was recrystallized from ether

Sources & evidence

ORD record
ord-c656a6251b0845a2823a41f00b03aa00
Source dataset
uspto-grants-1979_01
Patent number
US04136188

Reaction notes

Loading…