Triethylamine → HCID 13691362, compound

HRID 2231862Notes

Reaction equation

HRID 2231862 reaction equation
[NH2:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH2:9])=[O:8])=[CH:5][CH:4]=1.C(N(CC)CC)C.Cl[CH2:20][CH2:21][S:22](Cl)(=[O:24])=[O:23]>CN(C)C=O>[CH:21]([S:22]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH2:9])=[O:8])=[CH:10][CH:11]=1)(=[O:24])=[O:23])=[CH2:20]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 25128184-(Aminomethyl)benzamide

Product 1

HCID 13691362HCID 13691362, compoundYield 299.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 4-aminomethylbenzamide (0.58 g) and triethylamine (1.1 ml) in dimethylformamide (DMF; 6 ml) was added to a solution of 2-chloroethanesulphonyl chloride (0.63 g) in DMF (4 ml) at -60° under nitrogen over 30 mins. The mixture was allowed to warm to room temperature and stirred for 18 h. The mixture was evaporated to give a semi-solid (2.78 g) which was purified by column chromatography (D) to give the title compound as a solid (0.54 g) m.p. 142°-4°.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-0afcbe96b47140528b39bb331247348e
Source dataset
uspto-grants-1988_11
Patent number
US04785016

Reaction notes

Loading…