Hydrochloric Acid → HCID 131713443, compound

HRID 1904024Notes

Reaction equation

HRID 1904024 reaction equation
[CH2:1]([N:3]([CH2:27][CH2:28][OH:29])[C:4]1[CH:9]=[CH:8][C:7]([N:10]=[N:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=2[O:21][CH3:22])=[C:6]([NH:23][C:24](=[O:26])[CH3:25])[CH:5]=1)[CH3:2].[C:30]1([S:36](Cl)(=[O:38])=[O:37])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.Cl>N1C=CC=CC=1>[CH2:1]([N:3]([CH2:27][CH2:28][O:29][S:36]([C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)(=[O:38])=[O:37])[C:4]1[CH:9]=[CH:8][C:7]([N:10]=[N:11][C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][C:13]=2[O:21][CH3:22])=[C:6]([NH:23][C:24](=[O:26])[CH3:25])[CH:5]=1)[CH3:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7369Benzenesulfonyl chlorideHCID 53732734HCID 53732734, compound

Product 1

HCID 131713443HCID 131713443, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a mixture composed of 16 g of Compound [1-g] and 70 ml of pyridine was added dropwise 13 g of benzenesulfonyl chloride under cooling with ice. The mixture was stirred at a temperature range between 10° C. and 15° C. for 2 hours and then the reaction solution was poured into cold diluted hydrochloric acid. The precipitate thus deposited was collected by filtration, washed with water and recrystallized from acetonitrile to obtain 9.5 g of Compound [1-h].

Workup

  1. temperatureunder cooling with ice
  2. filtrationThe precipitate thus deposited was collected by filtration
  3. washwashed with water
  4. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-dc8b8a627bde4b92ba85c0b767deafd9
Source dataset
uspto-grants-1984_03
Patent number
US04439513

Reaction notes

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