Ethylamine → HCID 2982277, compound

HRID 1984577Notes

Reaction equation

HRID 1984577 reaction equation
[CH:1]1[C:6]([S:7](Cl)(=[O:9])=[O:8])=[CH:5][CH:4]=[C:3]([I:11])[CH:2]=1.[CH2:12]([NH2:14])[CH3:13].C(N(CC)CC)C>ClCCl.C1COCC1>[CH2:12]([NH:14][S:7]([C:6]1[CH:5]=[CH:4][C:3]([I:11])=[CH:2][CH:1]=1)(=[O:9])=[O:8])[CH3:13]

Participants

6

Reactant 3

HCID 6341EthylamineHCID 73994-Iodobenzenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 2982277HCID 2982277, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

Pipsyl chloride 25 g was dissolved in dichloromethane 250 ml to which was added a solution of ethyl amine 2M, in THF 42 ml and triethylamine 9 g in dichloromethane 100 ml over 30 min. The mixture was stirred a further 1 h at room temperature and then washed with water and 1N hydrochloric acid, dried (MgSO4) and evaporated in vacuo to give N-ethyl-4-iodo-benzenesulfonamide as a white solid, 26.2 g. 1H NMR 7.88 (2H, d), 7.59 (2H, d), 4.65 (1H, m), 3.01 (2H, m), 1.11 (3H, t).

Workup

  1. washwashed with water and 1N hydrochloric acid
  2. dry with materialdried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-f605a24a2c704e42aea8b745b834e454
Source dataset
uspto-grants-2009_06
Patent number
US07544702B2

Reaction notes

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