Triethylamine → HCID 425315, compound

HRID 2262110Notes

Reaction equation

HRID 2262110 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16]>ClCCl>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH:5][S:15]([CH3:14])(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66053N,N-Dimethylethylenediamine

Product 1

HCID 425315HCID 425315, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N,N-dimethylethylenediamine (0.5 g) in dichloromethane (10 ml) at 0° C. was added triethylamine (0.87 ml) and methane sulphonyl chloride. The reaction mixture was warmed to room temperature and stirred for 1 hour. The reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution, the combined organics were dried (MgSO4) and the solvents removed in vacuo to yield a crude product. This was purified by flash chromatography to yield N-(2-dimethylamino-ethyl)-methanesulfonamide (0.46 g).

Workup

  1. customThe reaction mixture was partitioned between dichloromethane and saturated sodium bicarbonate solution
  2. dry with materialthe combined organics were dried (MgSO4)
  3. customthe solvents removed in vacuo
  4. customto yield a crude product
  5. customThis was purified by flash chromatography

Sources & evidence

ORD record
ord-e6e4d026a73c488387549a7a820f11c1
Source dataset
uspto-grants-2010_12
Patent number
US07846929B2

Reaction notes

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