Diethylamine → HCID 13422934, compound

HRID 35496Notes

Reaction equation

HRID 35496 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[CH3:6][C:7]1[CH:8]=[C:9]([S:21](Cl)(=[O:23])=[O:22])[CH:10]=[CH:11][C:12]=1[NH:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15]>O1CCCC1>[CH2:1]([N:3]([CH2:4][CH3:5])[S:21]([C:9]1[CH:10]=[CH:11][C:12]([NH:13][S:14]([C:17]([F:20])([F:18])[F:19])(=[O:16])=[O:15])=[C:7]([CH3:6])[CH:8]=1)(=[O:23])=[O:22])[CH3:2]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 13194853HCID 13194853, compound

Product 1

HCID 13422934HCID 13422934, compoundYield 58.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of diethylamine (1 g) and 3-methyl-4-(trifluoromethanesulfonamido)benzenesulfonyl chloride (1.5 g) in tetrahydrofuran (20 ml) was allowed to stand overnight. The resultant mnixture was concentrated and shaken with chloroform and 5% aqueous hydrochloric acid. The chloroform extract was concentrated and recrystallized from a mixture of ethanol and water to give 0.97 g of N,N-diethyl-3-methyl-4-(trifluoromethanesulfonamido)benzenesulfonamide (Compound No. 6). M.P., 128°-128.5° C.

Workup

  1. concentrationThe resultant mnixture was concentrated
  2. extractionThe chloroform extract
  3. concentrationwas concentrated
  4. customrecrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-85d21ec032b44bcb96139b848c06df9d
Source dataset
uspto-grants-1988_08
Patent number
US04767446

Reaction notes

Loading…