2,4-Dimethoxybenzylamine → HCID 68292257, compound

HRID 339904Notes

Reaction equation

HRID 339904 reaction equation
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11](Cl)(=[O:13])=[O:12])=[CH:6][CH:5]=1.[CH3:16][O:17][C:18]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:19]=1[CH2:20][NH2:21]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11](=[O:13])(=[O:12])[NH:21][CH2:20][C:19]2[CH:22]=[CH:23][C:24]([O:26][CH3:27])=[CH:25][C:18]=2[O:17][CH3:16])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 5972502,4-DimethoxybenzylamineHCID 21804301Methyl 4-[(chlorosulfonyl)methyl]benzoate

Product 1

HCID 68292257HCID 68292257, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Under inert gas, 10 g of 4-[(chlorosulfonyl)methyl]benzoic acid methyl ester were initially charged in 100 ml of DCM, then, at a temperature of 0° C., 12.1 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was filtered and the filtrate was washed with 1 N HCl. The organic phase was dried over MgSO4 and concentrated by rotary evaporation. This gave the product (14.2 g) with a molecular weight of 379.4 g/mol (C18H21NO6S).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe filtrate was washed with 1 N HCl
  3. dry with materialThe organic phase was dried over MgSO4
  4. concentrationconcentrated by rotary evaporation

Sources & evidence

ORD record
ord-0ade035b35a846d5b2e37ca507eeff51
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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