Hydrochloric Acid → 6-amino-N-benzylnaphthalene-2-sulfonamide hydrochloride

HRID 1818067Notes

Reaction equation

HRID 1818067 reaction equation
C([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([S:15]([NH:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(=[O:17])=[O:16])[CH:9]=[CH:8]2)(=O)C.C(O)CC.[ClH:30]>O>[ClH:30].[NH2:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[CH:11]=[C:10]([S:15]([NH:18][CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)(=[O:17])=[O:16])[CH:9]=[CH:8]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 103089996-Acetylamino-N-benzylnaphthalene-2-sulfonamide

Product 1

HCID 690621686-amino-N-benzylnaphthalene-2-sulfonamide hydrochlorideYield 74.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6-Acetylamino-N-benzylnaphthalene-2-sulfonamide (compound No. 9-1; 185 mg, 0.522 mmol) was suspended to a mixed solvent of 1-propanol (3.0 ml) and water (1.5 ml). Concentrated hydrochloric acid (1.5 ml) was added to the suspension and the mixture was refluxed for 1 hour. After cooling to room temperature, the separated crystal was collected and washed with 1-propanol and isopropyl ether to give the title compound as a light yellow crystal (135 mg, 74.2%).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customthe separated crystal was collected
  3. washwashed with 1-propanol and isopropyl ether

Sources & evidence

ORD record
ord-8d2ff2463ef74dd0a368c07d1138b168
Source dataset
uspto-grants-2009_10
Patent number
US07598418B2

Reaction notes

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