N,N-Dimethyl-1,3-propanediamine → HCID 59355218, compound

HRID 61977Notes

Reaction equation

HRID 61977 reaction equation
[CH3:1][CH:2]1[CH2:7][CH:6]([CH3:8])[CH2:5][N:4]([S:9]([C:12]2[CH:25]=[CH:24][C:23]3[N:22]([CH3:26])[C:21]4[C:16](=[CH:17][C:18]([S:27]([N:30]5[CH2:35][CH:34]([CH3:36])[CH2:33][CH:32]([CH3:37])[CH2:31]5)(=[O:29])=[O:28])=[CH:19][CH:20]=4)[C:15](=S)[C:14]=3[CH:13]=2)(=[O:11])=[O:10])[CH2:3]1.[CH3:39][N:40]([CH2:42][CH2:43][CH2:44][NH2:45])[CH3:41]>N1C=CC=CC=1>[CH3:36][CH:34]1[CH2:33][CH:32]([CH3:37])[CH2:31][N:30]([S:27]([C:18]2[CH:19]=[CH:20][C:21]3[N:22]([CH3:26])[C:23]4[C:14](=[CH:13][C:12]([S:9]([N:4]5[CH2:3][CH:2]([CH3:1])[CH2:7][CH:6]([CH3:8])[CH2:5]5)(=[O:11])=[O:10])=[CH:25][CH:24]=4)[C:15](=[N:45][CH2:44][CH2:43][CH2:42][N:40]([CH3:41])[CH3:39])[C:16]=3[CH:17]=2)(=[O:28])=[O:29])[CH2:35]1

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 59355205HCID 59355205, compound

Product 1

HCID 59355218HCID 59355218, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2,7-bis(3,5-dimethylpiperidin-1-ylsulfonyl)-10-methylacridine-9(10H) thione (145 mg, 0.25 mmole), pyridine (5 mL) and dimethylaminopropylamine (0.125 mL, 1 mmole) was stirred at 100° C. for 4 hrs. Solvent was partially evaporated and reaction product was precipitated by addition of methanol. Precipitate was collected by filtration, washed with methanol and dried to give 137 mg (85%) of the title compound. MS 644 (MH+).

Workup

  1. customSolvent was partially evaporated
  2. customreaction product
  3. customwas precipitated by addition of methanol
  4. filtrationPrecipitate was collected by filtration
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-a438b9687ebd46e19da4049e78d91fe2
Source dataset
uspto-grants-2016_09
Patent number
US09446021B2

Reaction notes

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