Hydrochloric Acid → N1-hexanoylsulfanilamide

HRID 861186

Reaction equation

HRID 861186 reaction equation
C(NC1C=CC(S(N)(=O)=O)=CC=1)(=O)C.C(Cl)(=O)CCCCC.Cl.C([NH:27][C:28]1[CH:44]=[CH:43][C:31]([S:32]([NH:35][C:36](=[O:42])[CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])(=[O:34])=[O:33])=[CH:30][CH:29]=1)(=O)C>O.N1C=CC=CC=1>[C:36]([NH:35][S:32](=[O:33])([C:31]1[CH:30]=[CH:29][C:28]([NH2:27])=[CH:44][CH:43]=1)=[O:34])(=[O:42])[CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8482N4-AcetylsulfanilamideHCID 67340Hexanoyl chlorideHCID 54008860HCID 54008860, compound

Product 1

HCID 14338356N1-hexanoylsulfanilamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

N1 -hexanoylsulfanilamide was prepared as follows. To a mixture of N4 -acetylsulfanilamide (55.0 g) and pyridine (54 mL) at 95° C. was added hexanoyl chloride (28.8 g) over a period of 20 min. After an additional hour the reaction mixture was cooled to room temperature and the reaction was worked up by diluting with 600 mL D.I. water and acidifying with aqueous HCl. The product of this reaction, N4 -acetyl-N1 -hexanoylsulfanilamide, was isolated by filtration and washed with D.I. water (700 mL) to afford an off-white solid. This material was carried directly to the next step.

Workup

  1. additionby diluting with 600 mL D.I
  2. customwas isolated by filtration
  3. washwashed with D.I
  4. customwater (700 mL) to afford an off-white solid

Sources & evidence

ORD record
ord-4ae0af2c5247494da797655fdc01bac6
Source dataset
uspto-grants-1998_02
Patent number
US05713988

Linked notes

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