Chlorosulfonic acid → 6-(5-chlorosulphonyl-2-n-propoxyphenyl)-3-methyl-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

HRID 1532126Notes

Reaction equation

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

Participants

Reactant 2

HCID 24638Chlorosulfonic acid

HCID 1355038033-Methyl-6-(2-propoxy-phenyl)-1-propyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

Product 1

HCID 1361713916-(5-chlorosulphonyl-2-n-propoxyphenyl)-3-methyl-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Procedure

The title compound was prepared from 3-methyl-6-(2-n-propoxyphenyl)-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one (Example 21; 0.5 g, 0.0017 mol) and chlorosulphonic acid (3 ml), by the same procedure as Preparation 3, and was obtained as a white powder (0.587 g, 90%), m.p. 148-150° C. Found: C, 50.88; H, 4.67; N, 13.30. C18H21ClN4O4S requires C, 50.88; H, 4.98; N, 13.19%.

Sources & evidence

ORD record: ord-6f6955c1a2ff4622a271a043cd0a7c88
Source dataset: uspto-grants-2001_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06200980B1

Reaction notes

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