Methylamine → 4-[(Ethylamino)sulfonyl]benzoic acid

HRID 382384Notes

Reaction equation

HRID 382384 reaction equation
Cl[S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH2:14]([NH2:16])[CH3:15].CN>>[CH2:14]([NH:16][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3])[CH3:15]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 6341EthylamineHCID 823854-(Chlorosulfonyl)benzoic acid

Product 1

HCID 6117664-[(Ethylamino)sulfonyl]benzoic acidYield 64%

Procedure

A reaction was carried out following the conditions of Example 32 using 4.4 g (20 mmol) of 4-chlorosulfonylbenzoic acid and an ethylamine solution instead of the 40% aqueous solution of methylamine. The reaction product was post-treated to obtain 2.92 g of 4-ethylaminosulfonylbenzoic acid (yield 64%).

Workup

  1. additionThe reaction product was post-treated

Sources & evidence

ORD record
ord-1d7bc9aff01a4cf78574cc20dc121891
Source dataset
uspto-grants-2001_10
Patent number
US06310070B1

Reaction notes

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