Dimethylamine → HCID 67128715, compound

HRID 2201721Notes

Reaction equation

HRID 2201721 reaction equation
[CH2:1]([O:8][C:9](=[O:25])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22]Br)=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][NH:27][CH3:28].O>ClCCl>[CH2:1]([O:8][C:9](=[O:25])[NH:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18](=[O:24])[CH2:19][CH2:20][CH2:21][CH2:22][N:27]([CH3:28])[CH3:26])=[CH:13][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962WaterHCID 67129270HCID 67129270, compound

Product 1

HCID 67128715HCID 67128715, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Compound 2 (5.88 g, 0.012 mol) was stirred in dichloromethane (150 mL) with 40% aqueous dimethylamine (10 mL) and water (25 mL) for 24 h. The solution was diluted with dichloromethane (50 mL) and washed with water (1×100 mL), 1 M aqueous sodium hydroxide (1×100 mL), and saturated brine (1×100 mL). The organic phase was dried (MgSO4) and concentrated in vacuo to give 3 as a white solid (3 g, 68%).

Workup

  1. washwashed with water (1×100 mL), 1 M aqueous sodium hydroxide (1×100 mL), and saturated brine (1×100 mL)
  2. dry with materialThe organic phase was dried (MgSO4)
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-800b5326931b437c94710e1db359cceb
Source dataset
uspto-grants-2016_06
Patent number
US09365508B2

Reaction notes

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