Water → HCID 86613668, compound

HRID 734478Notes

Reaction equation

HRID 734478 reaction equation
C[S:2]([CH2:5]CN)(=[O:4])=[O:3].C([N:11]([CH2:15][CH3:16])[CH:12](C)C)(C)C.ClC[CH2:19][C:20]([Cl:22])=[O:21].[OH2:23]>ClCCl>[CH3:5][S:2]([CH2:16][CH2:15][NH:11][C:12](=[O:23])[O:21][CH:20]([Cl:22])[CH3:19])(=[O:3])=[O:4]

Participants

6

Reactant 4

HCID 962WaterHCID 693643-Chloropropionyl chlorideHCID 81531DiisopropylethylamineHCID 43405612-(Methylsulfonyl)ethanamine

Product 1

HCID 86613668HCID 86613668, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(methylsulfonyl)ethanamine (176 mg, 1.1 mmol) and N,N-diisopropylethylamine (0.38 ml, 2.2 mmol) in anhydrous dichloromethane (2 ml), at 0° C., was added dropwise 3-chloropropanoyl chloride (0.12 ml, 1.1 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 62 h. To the mixture was added water (5 ml) and the two layers were separated. The aqueous layer was extracted with dichloromethane (2×5 ml) and the combined organic layers were dried (MgSO4) and concentrated in vacuo to give the title compound (260 mg).

Workup

  1. customthe two layers were separated
  2. extractionThe aqueous layer was extracted with dichloromethane (2×5 ml)
  3. dry with materialthe combined organic layers were dried (MgSO4)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-bf17e0997e4047f2ad873566b4ab9156
Source dataset
uspto-grants-2009_09
Patent number
US07592362B2

Reaction notes

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