Pyridinium chloride → HCID 13364601, compound

HRID 1153788Notes

Reaction equation

HRID 1153788 reaction equation
C[O:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[S:13][C:12]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>O>[OH:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[S:13][C:12]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 133646005-(4-methoxybenzoyl)thiophene-2-sulfonamide

Product 1

HCID 13364601HCID 13364601, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of 5-(4-methoxybenzoyl)thiophene-2-sulfonamide (5.48 g) and pyridine hydrochloride (50 g.) was heated to 200° C. for 0.5 hour. Water (400 mL) was added to the cooled reaction mixture and the solid collected by filtration. This solid was stirred with 1N hydrochloric acid (100 mL) for 0.5 hour, filtered, washed with water and dried at 70° C., 4.11 g, m.p. 183°-190° C. Treatment of this material with acetonitrile, followed by sodium bicarbonate solution then 3N hydrochloric acid, and recrystallization from water gave 1.70 g, m.p. 200°-201° C.

Workup

  1. filtrationthe solid collected by filtration
  2. filtrationfiltered
  3. washwashed with water
  4. customdried at 70° C.
  5. custom3N hydrochloric acid, and recrystallization from water
  6. customgave 1.70 g, m.p. 200°-201° C.

Sources & evidence

ORD record
ord-50b8f8ea17114d35abd5c2ab5768ba2a
Source dataset
uspto-grants-1984_12
Patent number
US04486444

Reaction notes

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