Triethylamine → HCID 50876498, compound

HRID 901071Notes

Reaction equation

HRID 901071 reaction equation
Cl.CN.[Cl:4][C:5]1[C:10]([CH3:11])=[C:9]([Cl:12])[CH:8]=[CH:7][C:6]=1[S:13](Cl)(=[O:15])=[O:14].[CH2:17]([N:19](CC)CC)C>ClCCl>[CH3:17][NH:19][S:13]([C:6]1[CH:7]=[CH:8][C:9]([Cl:12])=[C:10]([CH3:11])[C:5]=1[Cl:4])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 157253742,4-Dichloro-3-methylbenzene-1-sulfonyl chloride

Product 1

HCID 50876498HCID 50876498, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A suspension of 2.55 g (37.8 mM) of methanamine hydrochloride is prepared in 120 ml of dichloromethane (DCM) and 7.5 g of 2,4-dichloro-3-methylbenzenesulphonyl chloride in solution in 30 ml of DCM, and 10.5 ml of triethylamine, are added; the reaction mixture is kept under agitation for 15 hours at ambient temperature and then washed with a solution of 1N hydrochloric acid, with a solution of sodium bicarbonate, and then with water. The organic phase is dried over magnesium sulphate and then concentrated under reduced pressure. The solid residue obtained is purified by chromatography on silica gel in eluting with the aid of a mixture of cyclohexane/ethyl acetate (8/2, v/v). 6.2 g of the expected compound are thus obtained as a white solid (yield=85%).

Workup

  1. washwashed with a solution of 1N hydrochloric acid, with a solution of sodium bicarbonate
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. concentrationconcentrated under reduced pressure
  4. customThe solid residue obtained
  5. customis purified by chromatography on silica gel
  6. washin eluting with the aid of a mixture of cyclohexane/ethyl acetate (8/2

Sources & evidence

ORD record
ord-beaaba7b658546198910dcfb0de33e1b
Source dataset
uspto-grants-2008_04
Patent number
US07361687B2

Reaction notes

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