Water → HCID 68291412, compound

HRID 339848Notes

Reaction equation

HRID 339848 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9](Cl)(=[O:11])=[O:10].[CH3:13][O:14][C:15]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:16]=1[CH2:17][NH2:18].O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][S:9]([NH:18][CH2:17][C:16]1[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[CH:22][C:15]=1[O:14][CH3:13])(=[O:11])=[O:10]

Participants

5

Reactant 3

HCID 962Water2×HCID 5972502,4-DimethoxybenzylamineHCID 2757801(2-Chlorophenyl)methanesulfonyl chloride

Product 1

HCID 68291412HCID 68291412, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At room temperature, 1.24 g of (2-chlorophenyl)methanesulfonyl chloride were initially charged in 30 ml of dichloromethane, and 1.66 ml of 2,4-dimethoxybenzylamine were added dropwise. The reaction mixture was stirred for 30 minutes. Then the mixture was admixed with 50 ml of water and 50 ml of water, and then the aqueous phase was washed once more with 30 ml of ethyl acetate. The combined organic phases were washed with 1 N aqueous hydrochloric acid, dried over MgSO4 and concentrated by rotary evaporation. The residue (1.93 g) was used in the next reaction without further purification.

Workup

  1. washthe aqueous phase was washed once more with 30 ml of ethyl acetate
  2. washThe combined organic phases were washed with 1 N aqueous hydrochloric acid
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated by rotary evaporation
  5. customThe residue (1.93 g) was used in the next reaction without further purification

Sources & evidence

ORD record
ord-f6e45f3936fe43e4aeae2176dc99682b
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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