Hydrochloric Acid → HCID 69048902, compound

HRID 1985856Notes

Reaction equation

HRID 1985856 reaction equation
[C:1]1([CH2:11][NH:12][S:13]([C:16]2[CH:25]=[CH:24][CH:23]=[C:22]3[C:17]=2[CH:18]=[CH:19][CH:20]=[C:21]3[NH:26]C(=O)C)(=[O:15])=[O:14])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.C(O)CC.[ClH:34]>O>[ClH:34].[NH2:26][C:21]1[CH:20]=[CH:19][CH:18]=[C:17]2[C:22]=1[CH:23]=[CH:24][CH:25]=[C:16]2[S:13]([NH:12][CH2:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10311-PropanolHCID 12112484HCID 12112484, compound

Product 1

HCID 69048902HCID 69048902, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

N-[5-[[[(1-naphthalenyl)methyl]amino]sulfonyl]-1-naphthalenyl]acetamide (226 mg, 0.56 mmol) was suspended in a mixed solution of 1-propanol (8 ml), concentrated hydrochloric acid (1 ml) and water (1 ml), and the mixture was refluxed for 1 hour. The crystal precipitated by cooling of the reaction mixture to room temperature was filtered and washed with the mixed solvent of 1-propanol/diisopropyl ether under reflux to give the title compound an a white crystal (201 mg, 90.8%).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customThe crystal precipitated
  3. filtrationwas filtered
  4. washwashed with the mixed solvent of 1-propanol/diisopropyl ether
  5. temperatureunder reflux

Sources & evidence

ORD record
ord-11b65415d1f14db699047c41d56d27a0
Source dataset
uspto-grants-2009_06
Patent number
US07547716B2

Reaction notes

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