Monomethylamine methanol → HCID 23079276, compound

HRID 348609Notes

Reaction equation

HRID 348609 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])(=[O:21])=[O:20])=[CH:15][CH:14]=1.CN.CO>>[NH2:3][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:31][CH2:32][CH3:33])[CH2:28][CH2:29][CH3:30])(=[O:20])=[O:21])=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 57454252Monomethylamine methanolHCID 669411664-(1,3-dioxo-1,3-dihydroisoindol-2-ylmethyl)-N-(4-dipropylaminobutyl)benzenesulfonamide

Product 1

HCID 23079276HCID 23079276, compoundYield 98.4%

Procedure

The compound (160 mg) obtained in Example 24-3 was added with 2.0 ml of a 40% methylamine/methanol solution (manufactured by Tokyo Kasei Kogyo Co., Ltd.), followed by stirring at room temperature for 40 hours. After completion of the reaction, the solvent was distilled off and the residue was subjected to extraction by the addition of a 1 mol/l sodium hydroxide aqueous solution and chloroform. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off, thereby obtaining the subject compound (114 mg) as a colorless viscous liquid.

Workup

  1. customAfter completion of the reaction
  2. distillationthe solvent was distilled off
  3. extractionthe residue was subjected to extraction by the addition of a 1 mol/l sodium hydroxide aqueous solution and chloroform
  4. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-1d4b603b8d984a1faf4bfa0c9fffb753
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

Loading…