Ammonia → 2-(2-Propoxy-5-sulphamoylphenyl)purin-6-one

HRID 1460983Notes

Reaction equation

HRID 1460983 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11]1[N:19]=[C:18]2[C:14](=[N:15][CH:16]=[N:17]2)[C:13](=[O:20])[N:12]=1)[CH2:2][CH3:3].Cl[S:22]([OH:25])(=O)=[O:23].[NH3:26]>>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([S:22](=[O:25])(=[O:23])[NH2:26])=[CH:7][C:6]=1[C:11]1[N:19]=[C:18]2[C:14](=[N:15][CH:16]=[N:17]2)[C:13](=[O:20])[N:12]=1)[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 24638Chlorosulfonic acidHCID 18409955HCID 18409955, compound

Product 1

HCID 199813592-(2-Propoxy-5-sulphamoylphenyl)purin-6-one

Procedure

In a similar manner to Example 18 reaction of 2-(2-propoxyphenyl)purin-6-one (0.95 g) with chlorosulphonic acid (4.5 ml), followed by reaction with saturated methanolic ammonia (50 ml), yielded a crude product (0.92 g) which was recrystallised from aqueous ethanol and then from dimethylformamide to yield the pure title compound, 0.59 g, m.p. 276°-278° C.

Workup

  1. customyielded a crude product (0.92 g) which
  2. customwas recrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-ce6cd8da623e47bc9ef9f2b24cdda953
Source dataset
uspto-grants-1991_12
Patent number
US05073559

Reaction notes

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