Chlorosulfonic acid → HCID 135678135, compound

HRID 1836114Notes

Reaction equation

HRID 1836114 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH:6]1([C:11]2[C:15]3[N:16]=[C:17]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[O:27][CH2:28][CH3:29])[NH:18][C:19](=[O:20])[C:14]=3[O:13][N:12]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1>ClCCl>[CH:6]1([C:11]2[C:15]3[N:16]=[C:17]([C:21]4[CH:26]=[C:25]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:24]=[CH:23][C:22]=4[O:27][CH2:28][CH3:29])[NH:18][C:19](=[O:20])[C:14]=3[O:13][N:12]=2)[CH2:7][CH2:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 135678134HCID 135678134, compound

Product 1

HCID 135678135HCID 135678135, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.24 ml (3.6 mmol) of chlorosulfonic acid is introduced while cooling with ice. 130 mg (0.4 mmol) of 3-cyclopentyl-5-(2-ethoxyphenyl)-isoxazolo[4,5-d]pyrimidin-7(6H)-one (example VIII) are added in portions and the mixture is subsequently stirred overnight under reflux; after that, it is diluted with dichloromethane and poured onto ice water. The organic phase is separated off and extraction with dichloromethane takes place again; the organic phases are combined, dried and evaporated.

Workup

  1. temperaturewhile cooling with ice
  2. temperatureunder reflux
  3. additionpoured onto ice water
  4. customThe organic phase is separated off
  5. extractionextraction with dichloromethane
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-22118d14bbc94f3385581d1aac945457
Source dataset
uspto-grants-2004_08
Patent number
US06777416B2

Reaction notes

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