Chlorosulfonic acid → HCID 22909004, compound

HRID 1378977Notes

Reaction equation

HRID 1378977 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:26]=[CH:27][C:28]=1[O:29][CH3:30])/[CH:6]=[CH:7]/[C:8]1[N:16]([CH3:17])[C:15]2[C:14](=[O:18])[N:13]([CH2:19][CH2:20][CH3:21])[C:12](=[O:22])[N:11]([CH2:23][CH2:24][CH3:25])[C:10]=2[N:9]=1.Cl[S:32]([OH:35])(=[O:34])=[O:33]>S(Cl)(Cl)=O>[CH3:30][O:29][C:28]1[CH:27]=[C:26]([S:32]([OH:35])(=[O:34])=[O:33])[C:5](=[CH:4][C:3]=1[O:2][CH3:1])/[CH:6]=[CH:7]/[C:8]1[N:16]([CH3:17])[C:15]2[C:14](=[O:18])[N:13]([CH2:19][CH2:20][CH3:21])[C:12](=[O:22])[N:11]([CH2:23][CH2:24][CH3:25])[C:10]=2[N:9]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 6448585141807-96-7

Product 1

HCID 22909004HCID 22909004, compoundYield 96.3%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

(E)-8-(3,4-Dimethoxystyryl)-7-methyl-1,3-dipropylxanthine (WO92/06976) (2.41 g, 5.84 mmol) was dissolved in thionyl chloride (11 ml), and chlorosulfonic acid (1.17 ml, 17.53 mmol) was added dropwise thereto at 0° C. The resulting solution was stirred at room temperature for 30 minutes and then poured into ice-water cautiously. The precipitated crystals were collected by filtration, washed with water, and dried under reduced pressure to give 2.77 g (yield 93%) of Compound 1 as a yellow powder.

Workup

  1. customat 0° C
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-a84e70adf0f0439e809cbd0401fb7771
Source dataset
uspto-grants-1997_09
Patent number
US05670498

Reaction notes

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