Methylamine → HCID 13457763, compound

HRID 280135Notes

Reaction equation

HRID 280135 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][CH:24]=[CH:23][C:3]=1[C:4]([C:6]1[N:7]([N:12]2C(=O)C3=CC=CC=C3C2=O)[C:8]([CH3:11])=[CH:9][CH:10]=1)=[O:5].CN>C(O)C>[NH2:12][N:7]1[C:8]([CH3:11])=[CH:9][CH:10]=[C:6]1[C:4](=[O:5])[C:3]1[CH:23]=[CH:24][CH:25]=[CH:26][C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 13457762HCID 13457762, compound

Product 1

HCID 13457763HCID 13457763, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 2-(2-chlorobenzoyl)-5-methyl-1-phthalimidopyrrole (48 g, 0.13 mol) in 200 ml of 95% ethanol was treated with 80 ml of 40% aqueous solution of methylamine and stirred at room temperature for 6 hours. The reaction was quenched with 1.5 liter of H2O and extracted with three 400 ml portions of ether. The combined ether extracts were washed with H2O, dried (MgSO4), filtered, and evaporated to an oil. This oil crystallized from hexane to give 22.7 g (74%) of cubes, m.p. 84°-85°.

Workup

  1. customThe reaction was quenched with 1.5 liter of H2O
  2. extractionextracted with three 400 ml portions of ether
  3. washThe combined ether extracts were washed with H2O
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customevaporated to an oil
  7. customThis oil crystallized from hexane
  8. customto give 22.7 g (74%) of cubes, m.p. 84°-85°

Sources & evidence

ORD record
ord-a904773a1cb049a5aed59db62596cec2
Source dataset
uspto-grants-1986_05
Patent number
US04588727

Reaction notes

Loading…