Dimethyl Sulfoxide → HCID 9928326, compound

HRID 1797680Notes

Reaction equation

HRID 1797680 reaction equation
[NH2:1][CH2:2][C:3]1[N:4]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:5](=[O:21])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([C:19]#[N:20])=[CH:8][CH:7]=2.CS(C)=[O:28]>O>[NH2:1][CH2:2][C:3]1[N:4]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:5](=[O:21])[C:6]2[C:11]([C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[CH:10][C:9]([C:19]([NH2:20])=[O:28])=[CH:8][CH:7]=2

Participants

4

Reactant 2

HCID 679Dimethyl SulfoxideHCID 22175258HCID 22175258, compound

Product 1

HCID 9928326HCID 9928326, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 3-(aminomethyl)-2-isobutyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-6-carbonitrile (20.0 g), 2N aqueous sodium-hydroxide solution (6 ml), dimethyl sulfoxide (100 ml) and water (40 ml) was stirred at an inner temperature of 85° C. for 30 min. The reaction mixture was cooled to 40° C., cooled to not higher than 5° C. and stirred for 1 h. The precipitated crystals were collected by filtration and washed twice with water (40 ml) to give the title compound (21.7 g) as pale yellow crystals.

Workup

  1. temperatureThe reaction mixture was cooled to 40° C.
  2. temperaturecooled to not higher than 5° C.
  3. stirringstirred for 1 h
  4. filtrationThe precipitated crystals were collected by filtration
  5. washwashed twice with water (40 ml)

Sources & evidence

ORD record
ord-1a26e9fbc8ec4d848f63a72c12d2c237
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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